GB416631A - Manufacture of nitriles of unsaturated fatty acids - Google Patents
Manufacture of nitriles of unsaturated fatty acidsInfo
- Publication number
- GB416631A GB416631A GB337534A GB337534A GB416631A GB 416631 A GB416631 A GB 416631A GB 337534 A GB337534 A GB 337534A GB 337534 A GB337534 A GB 337534A GB 416631 A GB416631 A GB 416631A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nitrile
- acid
- ammonia
- unsaturated
- passed
- 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
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/22—Preparation of carboxylic acid nitriles by reaction of ammonia with carboxylic acids with replacement of carboxyl groups by cyano groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Nitriles of unsaturated fatty acids of high molecular weight are manufactured by passing a saturated or unsaturated hydroxy-fatty acid containing more than ten carbon atoms or an ester thereof, alone or mixed with a solvent or diluent, together with ammonia at a raised temperature, preferably about 300--450 DEG C., over a catalyst capable of splitting off water, e.g. aluminium oxide, thorium oxide or silica gel. As solvents or diluents may be employed other fatty acids, also nitriles, hydrocarbons or alcohols. The products may be used for the preparation of assistants in the textile industry or as intermediate products for obtaining substances having long carbon chains, e.g. higher unsaturated amines. In examples: (1) commercial ricinoleic acid is passed with ammonia at 350--360 DEG C. over silica gel, yielding a p doubly unsaturated nitrile C18H13N (ricinenic nitrile), which may be reduced with sodium and alcohol to the corresponding amine; (2) vitreous alumina is employed as catalyst in (1); (3) the ricinoleic acid of (1) is replaced by castor oil; (4) ricinoleic acid methyl ester is passed with ammonia at 350--370 DEG C. over bauxite, producing ricinenic nitrile; (5) a solution of a -hydroxystearic acid in a fatty acid nitrile is passed with ammonia at 350--450 DEG C. over silica gel to produce an unsaturated nitrile C17H33CN; (6) an alcoholic solution of a -hydroxystearic acid ethyl ester is similarly treated, giving the same product; (7) a -hydroxylauric acid is treated as in (5) to yield an unsaturated nitrile C11H21CH; (8) a solution of 9 : 10 - dihydroxystearic acid in a fatty acid nitrile is passed with ammonia at 400--450 DEG C. over silica gel, producing a doubly unsaturated nitrile C17H31CN.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB337534A GB416631A (en) | 1934-02-01 | 1934-02-01 | Manufacture of nitriles of unsaturated fatty acids |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB337534A GB416631A (en) | 1934-02-01 | 1934-02-01 | Manufacture of nitriles of unsaturated fatty acids |
Publications (1)
Publication Number | Publication Date |
---|---|
GB416631A true GB416631A (en) | 1934-09-18 |
Family
ID=9757129
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB337534A Expired GB416631A (en) | 1934-02-01 | 1934-02-01 | Manufacture of nitriles of unsaturated fatty acids |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB416631A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1280851B (en) * | 1959-04-16 | 1968-10-24 | Union Carbide Corp | Process for the preparation of 5-hexenenitrile |
US4234509A (en) * | 1977-08-20 | 1980-11-18 | Hoechst Aktiengesellschaft | Process for the manufacture of fatty acid nitriles and glycerol from glycerides, especially from natural fats and oils |
-
1934
- 1934-02-01 GB GB337534A patent/GB416631A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1280851B (en) * | 1959-04-16 | 1968-10-24 | Union Carbide Corp | Process for the preparation of 5-hexenenitrile |
US4234509A (en) * | 1977-08-20 | 1980-11-18 | Hoechst Aktiengesellschaft | Process for the manufacture of fatty acid nitriles and glycerol from glycerides, especially from natural fats and oils |
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