GB802186A - Bis-(hydroxy-alkyl) ethers and their production - Google Patents
Bis-(hydroxy-alkyl) ethers and their productionInfo
- Publication number
- GB802186A GB802186A GB20230/56A GB2023056A GB802186A GB 802186 A GB802186 A GB 802186A GB 20230/56 A GB20230/56 A GB 20230/56A GB 2023056 A GB2023056 A GB 2023056A GB 802186 A GB802186 A GB 802186A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- bis
- hydroxy
- radical
- ether
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000002170 ethers Chemical class 0.000 title abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 8
- -1 alkyl radical Chemical class 0.000 abstract 5
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 150000004791 alkyl magnesium halides Chemical class 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- YZWKKMVJZFACSU-UHFFFAOYSA-N 1-bromopentane Chemical group CCCCCBr YZWKKMVJZFACSU-UHFFFAOYSA-N 0.000 abstract 1
- VGUWZCUCNQXGBU-UHFFFAOYSA-N 3-[(4-methylpiperazin-1-yl)methyl]-5-nitro-1h-indole Chemical compound C1CN(C)CCN1CC1=CNC2=CC=C([N+]([O-])=O)C=C12 VGUWZCUCNQXGBU-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000005840 aryl radicals Chemical class 0.000 abstract 1
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 abstract 1
- QWDJLDTYWNBUKE-UHFFFAOYSA-L magnesium bicarbonate Chemical compound [Mg+2].OC([O-])=O.OC([O-])=O QWDJLDTYWNBUKE-UHFFFAOYSA-L 0.000 abstract 1
- FRIJBUGBVQZNTB-UHFFFAOYSA-M magnesium;ethane;bromide Chemical compound [Mg+2].[Br-].[CH2-]C FRIJBUGBVQZNTB-UHFFFAOYSA-M 0.000 abstract 1
- UGVPKMAWLOMPRS-UHFFFAOYSA-M magnesium;propane;bromide Chemical compound [Mg+2].[Br-].CC[CH2-] UGVPKMAWLOMPRS-UHFFFAOYSA-M 0.000 abstract 1
- 229910021645 metal ion Inorganic materials 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
- C07C43/04—Saturated ethers
- C07C43/13—Saturated ethers containing hydroxy or O-metal groups
- C07C43/132—Saturated ethers containing hydroxy or O-metal groups both carbon chains being substituted by hydroxy or O-metal groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises substituted ethers of the general formula <FORM:0802186/IV (b)/1> wherein R represents an alkyl radical with 2 to 5 carbon atoms, and the preparation thereof by reacting a compound of the general formula <FORM:0802186/IV (b)/2> wherein R1 represents an alkyl or aryl radical or one equivalent of a metal ion, with at least a 4 molar proportion of an alkyl magnesium halide, the alkyl radical of which contains from 2 to 5 carbon atoms, and treating the product thus formed with water, or by treating a compound of the general formula <FORM:0802186/IV (b)/3> wherein R represents an alkyl radical containing from 2 to 5 carbon atoms, with at least a 2 molar proportion of an alkyl magnesium halide, the alkyl radical of which contains 2 to 5 carbon atoms, and treating the compound thus formed with water. Preferably, the R1 radical is a methyl or ethyl radical. In the examples, bis-(2-hydroxy-2-ethylbutyl-1) ether is prepared by reacting diglycollic acid diethyl ester with ethyl magnesium bromide, and bis-(2-hydroxy-2 - butylhexyl - 1) ether, bis - (2 - hydroxy - 2 - pentyl - heptyl - 1) ether and bis - (2 - hydroxy - 2-propyl-pentyl-1) ether are prepared in a similar manner using n-butyl, n-amyl- and n-propyl-magnesium bromide respectively.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH802186X | 1955-08-11 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB802186A true GB802186A (en) | 1958-10-01 |
Family
ID=4537736
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB20230/56A Expired GB802186A (en) | 1955-08-11 | 1956-06-29 | Bis-(hydroxy-alkyl) ethers and their production |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB802186A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3287419A (en) * | 1962-08-16 | 1966-11-22 | Eastman Kodak Co | 3, 3'-oxybis |
-
1956
- 1956-06-29 GB GB20230/56A patent/GB802186A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3287419A (en) * | 1962-08-16 | 1966-11-22 | Eastman Kodak Co | 3, 3'-oxybis |
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