CN102206198A - Method for synthesizing 5-(alcoxylmethyl) furfural by using microwaves - Google Patents
Method for synthesizing 5-(alcoxylmethyl) furfural by using microwaves Download PDFInfo
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- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 title claims abstract description 44
- 238000000034 method Methods 0.000 title claims abstract description 31
- 230000002194 synthesizing effect Effects 0.000 title 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 46
- 238000006243 chemical reaction Methods 0.000 claims abstract description 25
- 239000003054 catalyst Substances 0.000 claims abstract description 9
- 229910017053 inorganic salt Inorganic materials 0.000 claims abstract description 5
- 230000002378 acidificating effect Effects 0.000 claims abstract description 4
- 230000035484 reaction time Effects 0.000 claims abstract description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- CCDRPZFMDMKZSZ-UHFFFAOYSA-N 5-(ethoxymethyl)furan-2-carbaldehyde Chemical compound CCOCC1=CC=C(C=O)O1 CCDRPZFMDMKZSZ-UHFFFAOYSA-N 0.000 claims description 10
- 238000010438 heat treatment Methods 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
- 239000011973 solid acid Substances 0.000 claims description 6
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 claims description 5
- 238000003810 ethyl acetate extraction Methods 0.000 claims description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims description 4
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 4
- 150000004676 glycans Chemical class 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 3
- 229920001202 Inulin Polymers 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 239000008103 glucose Substances 0.000 claims description 3
- JYJIGFIDKWBXDU-MNNPPOADSA-N inulin Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@]1(OC[C@]2(OC[C@]3(OC[C@]4(OC[C@]5(OC[C@]6(OC[C@]7(OC[C@]8(OC[C@]9(OC[C@]%10(OC[C@]%11(OC[C@]%12(OC[C@]%13(OC[C@]%14(OC[C@]%15(OC[C@]%16(OC[C@]%17(OC[C@]%18(OC[C@]%19(OC[C@]%20(OC[C@]%21(OC[C@]%22(OC[C@]%23(OC[C@]%24(OC[C@]%25(OC[C@]%26(OC[C@]%27(OC[C@]%28(OC[C@]%29(OC[C@]%30(OC[C@]%31(OC[C@]%32(OC[C@]%33(OC[C@]%34(OC[C@]%35(OC[C@]%36(O[C@@H]%37[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O%37)O)[C@H]([C@H](O)[C@@H](CO)O%36)O)[C@H]([C@H](O)[C@@H](CO)O%35)O)[C@H]([C@H](O)[C@@H](CO)O%34)O)[C@H]([C@H](O)[C@@H](CO)O%33)O)[C@H]([C@H](O)[C@@H](CO)O%32)O)[C@H]([C@H](O)[C@@H](CO)O%31)O)[C@H]([C@H](O)[C@@H](CO)O%30)O)[C@H]([C@H](O)[C@@H](CO)O%29)O)[C@H]([C@H](O)[C@@H](CO)O%28)O)[C@H]([C@H](O)[C@@H](CO)O%27)O)[C@H]([C@H](O)[C@@H](CO)O%26)O)[C@H]([C@H](O)[C@@H](CO)O%25)O)[C@H]([C@H](O)[C@@H](CO)O%24)O)[C@H]([C@H](O)[C@@H](CO)O%23)O)[C@H]([C@H](O)[C@@H](CO)O%22)O)[C@H]([C@H](O)[C@@H](CO)O%21)O)[C@H]([C@H](O)[C@@H](CO)O%20)O)[C@H]([C@H](O)[C@@H](CO)O%19)O)[C@H]([C@H](O)[C@@H](CO)O%18)O)[C@H]([C@H](O)[C@@H](CO)O%17)O)[C@H]([C@H](O)[C@@H](CO)O%16)O)[C@H]([C@H](O)[C@@H](CO)O%15)O)[C@H]([C@H](O)[C@@H](CO)O%14)O)[C@H]([C@H](O)[C@@H](CO)O%13)O)[C@H]([C@H](O)[C@@H](CO)O%12)O)[C@H]([C@H](O)[C@@H](CO)O%11)O)[C@H]([C@H](O)[C@@H](CO)O%10)O)[C@H]([C@H](O)[C@@H](CO)O9)O)[C@H]([C@H](O)[C@@H](CO)O8)O)[C@H]([C@H](O)[C@@H](CO)O7)O)[C@H]([C@H](O)[C@@H](CO)O6)O)[C@H]([C@H](O)[C@@H](CO)O5)O)[C@H]([C@H](O)[C@@H](CO)O4)O)[C@H]([C@H](O)[C@@H](CO)O3)O)[C@H]([C@H](O)[C@@H](CO)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 JYJIGFIDKWBXDU-MNNPPOADSA-N 0.000 claims description 3
- 229940029339 inulin Drugs 0.000 claims description 3
- YZUPZGFPHUVJKC-UHFFFAOYSA-N 1-bromo-2-methoxyethane Chemical compound COCCBr YZUPZGFPHUVJKC-UHFFFAOYSA-N 0.000 claims description 2
- 239000002841 Lewis acid Substances 0.000 claims description 2
- 229930006000 Sucrose Natural products 0.000 claims description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 2
- 229910021536 Zeolite Inorganic materials 0.000 claims description 2
- LPQOADBMXVRBNX-UHFFFAOYSA-N ac1ldcw0 Chemical compound Cl.C1CN(C)CCN1C1=C(F)C=C2C(=O)C(C(O)=O)=CN3CCSC1=C32 LPQOADBMXVRBNX-UHFFFAOYSA-N 0.000 claims description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 2
- 150000002016 disaccharides Chemical class 0.000 claims description 2
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 150000007517 lewis acids Chemical class 0.000 claims description 2
- 229910001629 magnesium chloride Inorganic materials 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 239000012074 organic phase Substances 0.000 claims description 2
- 229920001282 polysaccharide Polymers 0.000 claims description 2
- 239000005017 polysaccharide Substances 0.000 claims description 2
- 239000005720 sucrose Substances 0.000 claims description 2
- 239000010457 zeolite Substances 0.000 claims description 2
- 230000008569 process Effects 0.000 abstract description 4
- 238000006555 catalytic reaction Methods 0.000 abstract description 2
- 238000005265 energy consumption Methods 0.000 abstract description 2
- 239000002699 waste material Substances 0.000 abstract description 2
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 238000007036 catalytic synthesis reaction Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
- 239000000446 fuel Substances 0.000 description 11
- 229960004756 ethanol Drugs 0.000 description 10
- 239000000047 product Substances 0.000 description 7
- AUHZEENZYGFFBQ-UHFFFAOYSA-N 1,3,5-trimethylbenzene Chemical compound CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 229960000935 dehydrated alcohol Drugs 0.000 description 6
- 238000000605 extraction Methods 0.000 description 6
- 239000012044 organic layer Substances 0.000 description 6
- 229920006395 saturated elastomer Polymers 0.000 description 6
- 238000007789 sealing Methods 0.000 description 6
- 235000002639 sodium chloride Nutrition 0.000 description 6
- 239000011780 sodium chloride Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 6
- 238000005303 weighing Methods 0.000 description 6
- 229930091371 Fructose Natural products 0.000 description 5
- 239000005715 Fructose Substances 0.000 description 5
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- 239000002028 Biomass Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 230000010287 polarization Effects 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical class C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 239000002551 biofuel Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- NOEGNKMFWQHSLB-UHFFFAOYSA-N 5-hydroxymethylfurfural Chemical compound OCC1=CC=C(C=O)O1 NOEGNKMFWQHSLB-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- -1 furan compound Chemical class 0.000 description 1
- 239000003502 gasoline Substances 0.000 description 1
- RJGBSYZFOCAGQY-UHFFFAOYSA-N hydroxymethylfurfural Natural products COC1=CC=C(C=O)O1 RJGBSYZFOCAGQY-UHFFFAOYSA-N 0.000 description 1
- 238000005304 joining Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Furan Compounds (AREA)
Abstract
一种微波催化合成5-(烷氧甲基)糠醛，在酸性催化剂存在条件下，糖在醇中经微波催化过程得到5-(烷氧甲基)糠醛，向反应液中加入少量无机盐可以提高5-(烷氧甲基)糠醛的产率。本发明采用微波催化，反应时间短、反应能耗低、工艺简单、转化快，产率较高。相对于传统的方法，无有害废液排放。A microwave catalytic synthesis of 5-(alkoxymethyl) furfural, in the presence of an acidic catalyst, sugar in alcohol to obtain 5-(alkoxymethyl) furfural through a microwave catalytic process, adding a small amount of inorganic salt in the reaction solution can Improve the yield of 5-(alkoxymethyl)furfural. The invention adopts microwave catalysis, has short reaction time, low reaction energy consumption, simple process, fast conversion and high yield. Compared with the traditional method, there is no harmful waste liquid discharge.
Description
Technical field
The invention belongs to the organic synthesis energy technology field, relate to the method for synthetic 5-(alkoxyl-methyl) furfural of a kind of use microwave method particularly.
Background technology
5-(alkoxyl-methyl) furfural has an alkoxyl-methyl and an aldehyde radical in the molecule, generally is to react in ethanol by carbohydrate to obtain or in alcohol, become ether by 5 hydroxymethyl furfural, and be a kind of fuel or fuel dope that application prospect is arranged.People such as Gruter report that the energy density of 5-(ethoxymethyl) furfural reaches 8.7kwh/L, a little less than gasoline (8..8kwh/L) and diesel oil (9.7kwh/L), than alcoholic acid energy density (6.1kwh/L) height.In hydrogen environment, it can continue reaction with ethanol and generate 2 under an acidic catalyst existence condition, and 5-two (ethoxymethyl) furfural can directly use as biofuel.5-(ethoxymethyl) furfural and 2,5-two (ethoxymethyl) furfural all from biomass obtain, 100% renewable energy source compound, and can not generate low value or valueless by product, such as in the process of production biofuel, not producing glycerol.
The Another application of 5-(alkoxyl-methyl) furfural is aspect aviation fuel, and aviation fuel requires to have high energy density, burning-point and lower zero pour.Aviation fuel in the ideal should be obtained as raw material by biomass or biological product, and in other words, these aviation fuel should be feasible economically, can accept on energy requirement.
Making the people interested is some characteristics and the potential that some furfuran compounds have had becomes aviation fuel.Different with the compound that from fossil oil, obtains, these compounds that obtain from biomass have very high degree of unsaturation, hydrogen and the furan compound of storing hydrogen can be used as the media of cheap storage hydrogen and do not need hydrogen is discharged, because can act as a fuel together.More valuable is, these biomass fuels flash-point when higher energy density is provided is higher than 38 ℃, and zero pour is lower than-47 ℃, and in other words, these fuel are highly stable as the aviation fuel use properties.
Microwave is the hertzian wave of frequency between 300MHz-300GHz, between the ir radiation and radiowave of electromagnetic spectrum.The microwave frequency that is usually used in heating generally is fixed on 2450MHz or 915MHz.The ultimate principle of microwave heating is the conduction and the dielectric substance polarization of charged particle.The material molecule dipole polarization speed of response and microwave frequency are suitable in the microwave field, yet the dielectric medium dipole polarization that causes under microwave action often lags behind microwave frequency again, make the microwave field energy waste and are converted into heat energy.Microwave just more and more is subjected to people's attention to the promoter action of chemical reaction, utilizes the heat effect of microwave and speed that magnetoresistive effect can improve chemical reaction significantly and changes reaction mechanism, has obtained widespread use in organic synthesis.
Summary of the invention
The method that the object of the present invention is to provide a kind of microwave to synthesize 5-(alkoxyl-methyl) furfural uses microwave heating to replace traditional heating means, can guarantee better conversion rate and productive rate when shortening the reaction times.
For achieving the above object, microwave provided by the invention synthesizes the method for 5-(alkoxyl-methyl) furfural, and with sugar and pure in the presence of an acidic catalyst, microwave heating is reacted the back and added ethyl acetate extraction, collects organic phase, obtains 5-(alkoxyl-methyl) furfural; Described sugar is a kind of or mixture of monose, disaccharides, polysaccharide, glycan; Described catalyzer is solid acid, mineral acid or organic acid.Catalyzer add-on of the present invention and alcoholic solvent are not strict with on consumption.
In the described method, microwave heating reaction back adding inorganic salt and ethyl acetate extraction can improve the output capacity of product.
In the described method, inorganic salt are a kind of or mixtures of sodium-chlor, Repone K, magnesium chloride.
In the described method, sugar is glucose, sucrose, inulin, cellulosic a kind of or mixture.
In the described method, catalyzer is CT-700, Amberlyst-15, hydrochloric acid, sulfuric acid, zeolite or Lewis acid.
In the described method, alcohol is methyl alcohol, ethanol, Virahol or the trimethyl carbinol; The product that adding methyl alcohol obtains is 5-(methoxyl methyl) furfural; The product that adding ethanol obtains is 5-(ethoxymethyl) furfural; The product that the adding Virahol obtains is 5-(the different third an oxygen methyl) furfural; The product that the adding trimethyl carbinol obtains is 5-(uncle's fourth oxygen methyl) furfural.
In the described method, the temperature of reacting by heating is 60 ℃-180 ℃.
In the described method, the reaction times was at 30 minutes to 2 hours.
The invention has the advantages that:
1) use be simple and easy to acid catalyst replace complicated catalyst system, as solvent, greatly reduce production cost with cheap free of contamination alcohol;
2) reaction conditions is gentle, and energy consumption is low;
3) do not pollute the environment in reaction process, solvent is environmentally friendly.
Embodiment
The characteristics that microwave catalysis of the present invention synthesizes 5-(alkoxyl-methyl) furfural are with alcohol as solvent, green non-pollution, realized in the whole process environment-friendly green being synthesized theory, and at utmost reduced production cost, for later suitability for industrialized production provides possibility.
Below implementation method be to the further specifying of the inventive method, but the present invention is not limited to following implementation method.
Embodiment 1
Take by weighing fructose 4.5g (25mmol) and CT-700 solid acid catalyst 900mg (10wt%), join in the reactor of tetrafluoroethylene, add the 40mL dehydrated alcohol then and stir magneton in reactor, the sealing back is 120 ℃ of reaction 10min in microwave reactor.After reaction stops, with Rotary Evaporators ethanol is spun off, add ethyl acetate extraction again (because ethyl acetate and salt solution do not dissolve each other, the productive rate that therefore can add a small amount of saturated aqueous common salt extraction can raising product), collected organic layer, on Rotary Evaporators, be spin-dried for,, mix the back and use to wherein adding quantitative sym-trimethylbenzene as interior mark
1The productive rate that H NMR calculates 5-(ethoxymethyl) furfural is 28.2%
Embodiment 2
(wherein fructose is as reaction substrate to take by weighing fructose 4.5g (25mmol), CT-700 solid acid catalyst 900mg (10wt%) and sodium-chlor 146mg (2.5mmol), CT-700 and sodium-chlor are as catalyzer, down together), join in the reactor of tetrafluoroethylene, add the 40mL dehydrated alcohol then and stir magneton in reactor, the sealing back is 120 ℃ of reaction 10min in microwave reactor.After reaction stops, with Rotary Evaporators ethanol being spun off, add ethyl acetate again, after the saturated aqueous common salt extraction of newly joining on a small quantity, collected organic layer is spin-dried on Rotary Evaporators, to wherein adding quantitative sym-trimethylbenzene, mixes the back and uses
1The productive rate that H NMR calculates 5-(ethoxymethyl) furfural is 49.5%
Embodiment 3
Take by weighing fructose 4.5g (25mmol), CT-700 solid acid catalyst 900mg (10wt%) and sodium-chlor 146mg (2.5mmol), join in the reactor of tetrafluoroethylene, add the 40mL dehydrated alcohol then and stir magneton in reactor, the sealing back is 120 ℃ of reaction 30min in microwave reactor.After reaction stops, with Rotary Evaporators ethanol being spun off, add ethyl acetate again, after a small amount of saturated aqueous common salt extraction, collected organic layer is spin-dried on Rotary Evaporators, to wherein adding quantitative sym-trimethylbenzene, mixes the back and uses
1The productive rate that H NMR calculates 5-(ethoxymethyl) furfural is 52.4%.
Embodiment 4
Take by weighing fructose 4.5g (25mmol), 98% the vitriol oil 135 μ L (2.5mmol) and Repone K 190mg (2.5mmol), join in the reactor of tetrafluoroethylene, add the 40mL dehydrated alcohol then and stir magneton in reactor, the sealing back is 120 ℃ of reaction 10min in microwave reactor.After reaction stops, with Rotary Evaporators ethanol being spun off, add ethyl acetate again, after a small amount of saturated aqueous common salt extraction, collected organic layer is spin-dried on Rotary Evaporators, to wherein adding quantitative sym-trimethylbenzene, mixes the back and uses
1The productive rate that H NMR calculates 5-(ethoxymethyl) furfural is 39.6%.
Embodiment 5
Take by weighing inulin 4.5g, Amberlist-15 solid acid catalyst 900mg (10wt%) and Repone K 190mg (2.5mmol), join in the reactor of tetrafluoroethylene, add the 40mL dehydrated alcohol then and stir magneton in reactor, the sealing back is 120 ℃ of reaction 10min in microwave reactor.After reaction stops, with Rotary Evaporators ethanol being spun off, add ethyl acetate again, after a small amount of saturated aqueous common salt extraction, collected organic layer is spin-dried on Rotary Evaporators, to wherein adding quantitative sym-trimethylbenzene, mixes the back and uses
1The productive rate that H NMR calculates 5-(ethoxymethyl) furfural is 19.9%.
Embodiment 6
Take by weighing glucose 4.5g (25mmol), 38% concentrated hydrochloric acid 207 μ L (2.5mmol) and five water tin chloride 875mg (2.5mmol), join in the reactor of tetrafluoroethylene, add the 40mL dehydrated alcohol then and stir magneton in reactor, the sealing back is 140 ℃ of reaction 30min in microwave reactor.After reaction stops, with Rotary Evaporators ethanol being spun off, add ethyl acetate again, after a small amount of saturated aqueous common salt extraction, collected organic layer is spin-dried on Rotary Evaporators, to wherein adding quantitative sym-trimethylbenzene, mixes the back and uses
1The productive rate that H NMR calculates 5-(ethoxymethyl) furfural is 11.1%.
Claims (10)
1. the method for synthetic 5-(alkoxyl-methyl) furfural of microwave with sugar and pure in the presence of an acidic catalyst, adds ethyl acetate extraction after microwave heating is reacted, and collects organic phase, obtains 5-(alkoxyl-methyl) furfural.
2. method according to claim 1, wherein, described sugar is a kind of or mixture of monose, disaccharides, polysaccharide, glycan.
3. method according to claim 1 and 2, wherein, described sugar is glucose, sucrose, inulin, cellulosic a kind of or mixture.
4. method according to claim 1, wherein, described catalyzer is solid acid, mineral acid or organic acid.
5. according to claim 1 or 4 described methods, wherein, described catalyzer is CT-700, Amberlyst-15, hydrochloric acid, sulfuric acid, zeolite or Lewis acid.
6. method according to claim 1, wherein, microwave heating reaction back adds inorganic salt and ethyl acetate extraction.
7. method according to claim 6, wherein, described inorganic salt are a kind of or mixtures in sodium-chlor, Repone K, the magnesium chloride.
8. method according to claim 1, wherein, described alcohol is methyl alcohol, ethanol, Virahol or the trimethyl carbinol; The product that adding methyl alcohol obtains is 5-(methoxyl methyl) furfural; The product that adding ethanol obtains is 5-(ethoxymethyl) furfural; The product that the adding Virahol obtains is 5-(the different third an oxygen methyl) furfural; The product that the adding trimethyl carbinol obtains is 5-(uncle's fourth oxygen methyl) furfural.
9. method according to claim 1, wherein, the temperature of reacting by heating is 60 ℃-180 ℃.
10. method according to claim 1, wherein, the reaction times was at 30 minutes to 2 hours.
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