CN109721470A - A kind of method that serialization prepares prenol - Google Patents
A kind of method that serialization prepares prenol Download PDFInfo
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- CN109721470A CN109721470A CN201811653444.XA CN201811653444A CN109721470A CN 109721470 A CN109721470 A CN 109721470A CN 201811653444 A CN201811653444 A CN 201811653444A CN 109721470 A CN109721470 A CN 109721470A
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Abstract
The invention discloses a kind of methods that serialization prepares prenol, its the method is as follows: using 3- methyl-3-butene-1-alcohol as raw material, in the feed by catalyst dissolution, proportionally add solvent, certain pressure and at a temperature of, raw material is squeezed into reaction tube with plunger pump, it is reacted, it is collected after reaction solution is cooling, rectifying obtains prenol sterling, and product purity is greater than 99%.The method of the present invention is prepared using serialization mode, easy to operate, is reacted in the state of non-hydrogen, and the catalyst of use does not need to prepare in advance and do not use precious metal palladium, cerium, tellurium, and production cost is cheap.
Description
Technical field
The present invention provides a kind of method that serialization prepares prenol, is related to fine chemical product production field.
Background technique
3-M2BOL, both prenol, was a kind of important organic synthesis intermediate, in pesticide and synthesis
There is extensive use in the fields such as fragrance, and as people deepen continuously to prenol synthesis technology, application range is increasingly
Extensively, demand can also greatly increase, therefore be of great significance to the research of prenol synthetic technology.
The method of traditional mode of production prenol has isoprene method, using isoprene as raw material, through peroxidating, acetifies, soap
Multiple steps such as change are made, and process route is longer, and selectivity of product is low, and environmental pollution is serious.
In recent years, prenol, the method simple process are prepared using isobutene and formaldehyde as raw material, and pollutes small, isobutyl
Alkene and formaldehyde condensation obtain 3- methyl-3-butene-1-alcohol, obtain prenol through isomery, patent W02008037693 uses non-
Homogeneous noble metal catalyst, the isomery in the case where facing hydrogen state prepare catalyst using noble metals such as Pb, Se and Te, high production cost,
And it is high to face hydrogen test security risk.Patent CN1071141197 forms catalysis with carbonyl iron and organic base and epoxy ylidene ligands
Agent, catalyst component is more, is not readily separated after reaction, and the reaction time is long.It is therefore necessary to develop the new method of one kind or change
Prenol further is prepared into this method, is allowed to cost reduction, reaction time is short.
Summary of the invention
The present invention provides a kind of method that serialization prepares prenol, and technological operation is simple, and environmental pollution is small, does not make
With noble metal catalyst, reaction cost is reduced, does not need to carry out in the case where facing hydrogen state, reacted comparatively safe.
The invention is realized by the following technical scheme:
It is mixed in a certain ratio raw material 3- methyl-3-butene-1-alcohol and solvent, catalyst is dissolved in mixed liquor, is used
Plunger pump squeezes into mixed liquor in reaction tube, is reacted under certain reaction temperature and pressure, rectifying after reaction solution is cooling
Obtain prenol sterling.Reacting middle catalyst is sodium methoxide, sodium ethoxide, iso-amylene sodium alkoxide.
In the above-mentioned technical solutions, the solvent for reacting used is methanol, acetonitrile, water.
In the above-mentioned technical solutions, the mass ratio of raw material and solvent is 1:1-4, and preferred mass ratio is 1:1.5-2.5.
In the above-mentioned technical solutions, reacting middle catalyst dosage is the 0.5%-5% of raw material, and preferred catalyst dosage is
1%-3%.
In the above-mentioned technical solutions, the flow of raw material is 10g/h-200g/h, the flow of preferred raw material are as follows: 50-100g/h.
In the above-mentioned technical solutions, the reaction tube used is stainless steel material, and reaction tube diameter 3mm, length 5m will react
Pipe dish is spiral, is fitted into heating furnace.
In the above-mentioned technical solutions, pressure needed for reacting is 5mpa-14mpa, and preferably reaction pressure is 8-12mpa.
In the above-mentioned technical solutions, reaction required temperature is 150 DEG C -270 DEG C, and preferable reaction temperature is 170-240 DEG C.
In the above-mentioned technical solutions, rectifying after reaction solution is cooling, obtains prenol sterling, and product purity is greater than 99%.
The present invention relates to a kind of methods for being continuously synthesizing to prenol, do not need to prepare catalyst using noble metal,
Cost is saved, catalyst regeneration link is reduced, technique is made to become simple；Reaction time is short, and reaction does not need hydrogen participation, instead
It answers comparatively safe.
The present invention uses gas-chromatography, model: Agilent 7820A
Detailed description of the invention
Fig. 1 is purchase sample prenol gas chromatogram；
Fig. 2 is rectifying product prenol gas chromatogram prepared by embodiment 1.
Specific embodiment
Below in conjunction with embodiment, the present invention is described further.
Embodiment 1
Weigh 2kg raw material 3- methyl-3-butene-1-alcohol, 3kg methanol, 20g sodium methoxide；Three kinds of materials are uniformly mixed, instead
After answering effective methanol to be pressurized to 10mpa, start to feed, mixed material is fed using plunger pump, flow: 50g/h, control reaction temperature
170 DEG C of degree controls reaction pressure 10mpa, and reaction solution is collected, feed stock conversion: 42%, principal product is selectively greater than 90%；It will
Obtained reaction solution rectifying obtains prenol, and product purity is greater than 99%.
Embodiment 2
Weigh 2kg raw material 3- methyl-3-butene-1-alcohol, 4kg methanol, 40g sodium methoxide；Three kinds of materials are uniformly mixed, instead
After answering effective methanol to be pressurized to 12mpa, start to feed, mixed material is fed using plunger pump, flow: 70g/h, control reaction temperature
190 DEG C of degree controls reaction pressure 12mpa, and reaction solution is collected, feed stock conversion: 45%, principal product is selectively greater than 90%；It will
Obtained reaction solution rectifying obtains prenol, and product purity is greater than 99%.
Embodiment 3
Weigh 2kg raw material 3- methyl-3-butene-1-alcohol, 3kg acetonitrile, 40g sodium methoxide；Three kinds of materials are uniformly mixed, instead
After answering effective methanol to be pressurized to 10mpa, start to feed, mixed material is fed using plunger pump, flow: 70g/h, control reaction temperature
190 DEG C of degree controls reaction pressure 10mpa, and reaction solution is collected, feed stock conversion: 44%, principal product is selectively greater than 90%；It will
Obtained reaction solution rectifying obtains prenol, and product purity is greater than 99%.
Embodiment 4
Weigh 2kg raw material 3- methyl-3-butene-1-alcohol, 3kg methanol, 40g iso-amylene sodium alkoxide；Three kinds of materials are mixed equal
It is even, it reacts after effective methanol is pressurized to 11mpa, starts to feed, mixed material is fed using plunger pump, flow: 70g/h, control
200 DEG C of reaction temperature, reaction pressure 11mpa is controlled, reaction solution is collected, feed stock conversion: 40%, principal product is selectively greater than
90%；Obtained reaction solution rectifying is obtained into prenol, product purity is greater than 99%.
Embodiment 5
Weigh 2kg raw material 3- methyl-3-butene-1-alcohol, 3kg methanol, 40g sodium ethoxide；Three kinds of materials are uniformly mixed, instead
After answering effective methanol to be pressurized to 11mpa, start to feed, mixed material is fed using plunger pump, flow: 70g/h, control reaction temperature
200 DEG C of degree controls reaction pressure 11mpa, and reaction solution is collected, feed stock conversion: 40%, principal product is selectively greater than 90%；It will
Obtained reaction solution rectifying obtains prenol, and product purity is greater than 99%.
Embodiment 6
Weigh 2kg raw material 3- methyl-3-butene-1-alcohol, 4kg methanol, 60g sodium methoxide；Three kinds of materials are uniformly mixed, instead
After answering effective methanol to be pressurized to 12mpa, start to feed, mixed material is fed using plunger pump, flow: 70g/h, control reaction temperature
240 DEG C of degree controls reaction pressure 12mpa, and reaction solution is collected, feed stock conversion: 48%, principal product is selectively greater than 90%；It will
Obtained reaction solution rectifying obtains prenol, and product purity is greater than 99%.
Embodiment 7
Weigh 2kg raw material 3- methyl-3-butene-1-alcohol, 6kg methanol, 10g sodium methoxide；Three kinds of materials are uniformly mixed, instead
After answering effective methanol to be pressurized to 12mpa, start to feed, mixed material is fed using plunger pump, flow: 50g/h, control reaction temperature
220 DEG C of degree controls reaction pressure 12mpa, and reaction solution is collected, feed stock conversion: 38%, principal product is selectively greater than 92%；It will
Obtained reaction solution rectifying obtains prenol, and product purity is greater than 99%.
Embodiment 8
Weigh 2kg raw material 3- methyl-3-butene-1-alcohol, 2kg methanol, 10g sodium methoxide；Three kinds of materials are uniformly mixed, instead
After answering effective methanol to be pressurized to 12mpa, start to feed, mixed material is fed using plunger pump, flow: 100g/h, control reaction
270 DEG C of temperature, reaction pressure 12mpa is controlled, reaction solution is collected, feed stock conversion: 35%, principal product is selectively greater than 88%；
Obtained reaction solution rectifying is obtained into prenol, product purity is greater than 99%.
Claims (9)
1. a kind of method that serialization prepares prenol, its feature is as follows: being mixed in a certain ratio raw material 3- methyl -3- fourth
Alkene -1- alcohol and solvent, catalyst is dissolved in mixed liquor, is squeezed into mixed liquor in reaction tube with plunger pump, certain anti-
It answers and is reacted under temperature and pressure, rectifying obtains prenol sterling after reaction solution is cooling；
The catalyst is selected from sodium methoxide, sodium ethoxide, iso-amylene sodium alkoxide.
2. prenol preparation method according to claim 1, it is characterised in that: the solvent for reacting used be methanol, acetonitrile,
Water.
3. prenol preparation method according to claim 1, it is characterised in that: the mass ratio of raw material and solvent is 1:1-4.
4. prenol preparation method according to claim 1, it is characterised in that: reacting middle catalyst dosage is raw material
0.5%-5%.
5. prenol preparation method according to claim 1, it is characterised in that: the flow of raw material is 10g/h-200g/h.
6. prenol preparation method according to claim 1, it is characterised in that: the reaction tube for reacting used is diameter 3mm,
The stainless steel tube of length 5m.
7. prenol preparation method according to claim 1, it is characterised in that: pressure needed for reacting is 5mpa-14mpa.
8. prenol preparation method according to claim 1, it is characterised in that: reaction required temperature is 150 DEG C -270 DEG C.
9. prenol preparation method according to claim 1, it is characterised in that: rectifying after reaction solution is cooling obtains isoamyl
Enol sterling, product purity are greater than 99%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811653444.XA CN109721470B (en) | 2018-12-29 | 2018-12-29 | Method for continuously preparing isopentenol |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811653444.XA CN109721470B (en) | 2018-12-29 | 2018-12-29 | Method for continuously preparing isopentenol |
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| CN109721470A true CN109721470A (en) | 2019-05-07 |
| CN109721470B CN109721470B (en) | 2022-03-25 |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5495502A (en) * | 1978-01-10 | 1979-07-28 | Japan Synthetic Rubber Co Ltd | Preparation of 3-methyl-2-buten-1-ol |
| CN102701910A (en) * | 2012-05-24 | 2012-10-03 | 南开大学 | Method for preparing prenol by isomerizing 3-methyl-3-butene-1-ethanol |
| CN105111044A (en) * | 2015-08-17 | 2015-12-02 | 山东成泰化工有限公司 | Method for synthesizing isopentenol from butenol |
-
2018
- 2018-12-29 CN CN201811653444.XA patent/CN109721470B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5495502A (en) * | 1978-01-10 | 1979-07-28 | Japan Synthetic Rubber Co Ltd | Preparation of 3-methyl-2-buten-1-ol |
| CN102701910A (en) * | 2012-05-24 | 2012-10-03 | 南开大学 | Method for preparing prenol by isomerizing 3-methyl-3-butene-1-ethanol |
| CN105111044A (en) * | 2015-08-17 | 2015-12-02 | 山东成泰化工有限公司 | Method for synthesizing isopentenol from butenol |
Non-Patent Citations (1)
| Title |
|---|
| 许春树等: "《化工设备使用与维护》", 31 December 2012 * |
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