US4117251A
Expired / Lapsed
US
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Method for preparing straight chain primary alcohols from 1-bromoalkanes
Assignee: Huels AG
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Filing: 1977-03-17
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Granted: 1978-09-26
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Expires: 1997-03-17
Abstract
Abstract Straight-chain, primary alcohols are prepared by reacting straight-chain 1-bromoalkanes having 6 to 20 carbon atoms with alkali salts of monocarboxylic acids having 4 to 22 carbon atoms in the presence of 1 to 10 mole percent of monocarboxylic acids or alcohols based upon the alkali salt of the carboxylic acid and at temperatures ranging from 150° to 300° C. The esters formed are saponified in alkaline medium to the straight-chain, primary alcohols and separated.
Inventors
- 👤 Manfred Kaufhold
- 👤 Gottfried Bankwitz
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 21:27
CPC Classifications
C; C07; C07C; C07C29/00
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
97 words
In a process for preparing straight-chain, primary alcohols having 6-20 carbon atoms, the improvement comprising reacting at a temperature of about 150° to 300° C. straight-chain 1-bromoalkanes having 6 to 20 carbon atoms with alkali salts of alkanoic acids having 4 to 22 carbon atoms in the presence of 1 to 10 mole percent of alkanoic acids having 4 to 22 carbon atoms based on said alkali salts of the alkanoic acids to form esters, saponifying said esters in an alkaline medium to form straight-chain, primary alcohols having 6-20 carbon atoms and separating said straight-chain, primary alcohols.
Claim 2
Dependent Claim
97 words
In a process for preparing straight-chain, primary alcohols having 6-20 carbon atoms, the improvement comprising reacting at a temperature of about 150° to 300° C. straight-chain 1-bromoalkanes having 6 to 20 carbon atoms with alkali salts of alkanoic acids having 4 to 22 carbon atoms in the presence of 1 to 10 mole percent of alkanoic acids having 4 to 22 carbon atoms based on said alkali salts of the alkanoic acids to form esters, saponifying said esters in an alkaline medium to form straight-chain, primary alcohols having 6-20 carbon atoms and separating said straight-chain, primary alcohols.
Claim 3
Dependent Claim
18 words
The process of claim 1, wherein said alkali salts of alkanoic acids have 4 to 10 carbon atoms.
Claim 4
Dependent Claim
15 words
The process of claim 2, wherein said reacting temperature is about 200° to 250° C.
Claim 5
Dependent Claim
129 words
A process for preparing straight-chain, primary alcohols having 6-20 carbon atoms, comprising: (a) hydrobrominating α olefins having 6 to 20 carbon atoms in the presence of UV light or peroxides to form brominated α olefins; (b) fractionally distilling said brominated α olefins; (c) separating straight-chain 1-bromoalkanes having 6 to 20 carbon atoms as sump product; (d) reacting said straight-chain 1-bromoalkanes with alkali salts of alkanoic acids having 4 to 22 carbon atoms in the presence of 1 to 10 mole percent of alkanoic acids having 4 to 22 carbon atoms and at a temperature of about 150° to 300° C. to form esters; (e) saponifying said esters in an alkaline medium to form said straight-chain, primary alcohols having 6-20 carbon atoms; and (f) separating said straight chain, primary alcohols.
Claim 6
Dependent Claim
129 words
A process for preparing straight-chain, primary alcohols having 6-20 carbon atoms, comprising: (a) hydrobrominating α olefins having 6 to 20 carbon atoms in the presence of UV light or peroxides to form brominated α olefins; (b) fractionally distilling said brominated α olefins; (c) separating straight-chain 1-bromoalkanes having 6 to 20 carbon atoms as sump product; (d) reacting said straight-chain 1-bromoalkanes with alkali salts of alkanoic acids having 4 to 22 carbon atoms in the presence of 1 to 10 mole percent of alkanoic acids having 4 to 22 carbon atoms and at a temperature of about 150° to 300° C. to form esters; (e) saponifying said esters in an alkaline medium to form said straight-chain, primary alcohols having 6-20 carbon atoms; and (f) separating said straight chain, primary alcohols.
Claim 7
Dependent Claim
20 words
The process of claim 4, wherein step (d) is carried out at a temperature of about 200° to 250° C.
Claim 8
Dependent Claim
21 words
The process of claim 4, wherein step (d) is carried out for a period of about 10 minutes to 5 hours.
Claim 9
Dependent Claim
20 words
The process of claim 4, wherein step (d) is carried out for a period of about 1 to 2 hours.
Claim 10
Dependent Claim
44 words
The process of claim 4, wherein said 1-bromoalkanes have a bromine content of about 22 to 46 percent and are selected from the group consisting of 1-bromohexane 1-bromoheptane, 1-bromooctane, 1-bromononane, 1-bromodecane, 1-bromoundecane, 1-bromododecane, 1-bromotridecane, 1-bromotetradecane, 1-bromopentadecane, 1-hexadecane, 1-bromoheptadecane, 1-bromooctadecane, 1-bromononadecane, 1-bromoeicosane and mixtures thereof.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-09-25 | 1982-03-27 | 1982-09-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-09-25 | 1986-03-27 | 1986-09-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-09-25 | 1990-03-27 | 1990-09-26 | $7700.00 | Window Closed / Lapsed |