GB766677A - Production of alcohols - Google Patents
Production of alcoholsInfo
- Publication number
- GB766677A GB766677A GB13094/54A GB1309454A GB766677A GB 766677 A GB766677 A GB 766677A GB 13094/54 A GB13094/54 A GB 13094/54A GB 1309454 A GB1309454 A GB 1309454A GB 766677 A GB766677 A GB 766677A
- Authority
- GB
- United Kingdom
- Prior art keywords
- butanol
- condensed
- hexanol
- give
- alcohols
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/02—Monohydroxylic acyclic alcohols
- C07C31/10—Monohydroxylic acyclic alcohols containing three carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/32—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions without formation of -OH groups
- C07C29/34—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions without formation of -OH groups by condensation involving hydroxy groups or the mineral ester groups derived therefrom, e.g. Guerbet reaction
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/02—Monohydroxylic acyclic alcohols
- C07C31/12—Monohydroxylic acyclic alcohols containing four carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/02—Monohydroxylic acyclic alcohols
- C07C31/125—Monohydroxylic acyclic alcohols containing five to twenty-two carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Primary or secondary alcohols having at least 4 carbon atoms in the molecule are produced by the Guerbet reaction, in which an alcohol having the group -CH2CH(OH)- is condensed with itself or with another alcohol which may or may not have such a group, and there is used as condensation catalyst an alkali metal or alkaline earth metal phosphate, which in 1 per cent aqueous solution has a pH greater than 9. The preferred catalysts are the ortho- and pyrophosphates of potassium and sodium. It is desirable to use also a dehydrogenation catalyst, e.g. copper, nickel, or copper chromite. It is preferred that water should be removed from the system as it is formed and for this reason a dehydrating agent for alcohols, e.g. calcium oxide or magnesium oxide, should be present in the mixture. Examples of alcohols, having the -CH2CH(OH)- group, which may be used are ethanol, n-butanol, n-hexanol, n-octanol, propanol, i-propanol, octanol-2, 4-methyl-pentanol - 2, b - phenyl ethanol and cyclohexanol. Alcohols, not containing the reactive group -CH2CH(OH)- but which may be condensed with alcohols containing it are, for example, i-butanol, benzyl alcohol, 2-ethylhexanol-1, 2-ethyl butanol-1, cinnamyl alcohol, and p-methoxybenzyl alcohol. A mixture of n-butanol and ethanol, for example, react according to the process to give 2-ethylhexanol (from 2 molecules of n-butanol), n-butanol (from 2 molecules of ethanol), n-hexanol and 2-ethylbutanol (from 1 molecule of each alcohol). In the examples: (a) n-hexanol and tripotassium phosphate are condensed to give 2-butyloctanol; (b) n-butanol is condensed with tripotassium phosphate to give 2-ethyl-hexanol; (c) n-butanol is condensed with tetrapotassium pyrophosphate to give 2-ethyl-hexanol; (d) n-butanol is condensed with dipotassium orthophosphate to give 2-ethyl-hexanol; and (e) cyclohexanol is condensed with tripotassium phosphate to give 2-cyclohexyl-1-cyclohexanol and a by-product which is presumed to be dicyclohexyl-1-cyclohexanol.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US766677XA | 1953-05-05 | 1953-05-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB766677A true GB766677A (en) | 1957-01-23 |
Family
ID=22133473
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB13094/54A Expired GB766677A (en) | 1953-05-05 | 1954-05-05 | Production of alcohols |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB766677A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3479412A (en) * | 1966-07-21 | 1969-11-18 | Montedison Spa | Process for the condensation of primary alcohols |
| US6794331B2 (en) | 2000-02-18 | 2004-09-21 | Degussa Ag | Raney copper |
-
1954
- 1954-05-05 GB GB13094/54A patent/GB766677A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3479412A (en) * | 1966-07-21 | 1969-11-18 | Montedison Spa | Process for the condensation of primary alcohols |
| US6794331B2 (en) | 2000-02-18 | 2004-09-21 | Degussa Ag | Raney copper |
| US7632967B2 (en) | 2000-02-18 | 2009-12-15 | Degussa Ag | Raney copper |
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