GB691026A - Synthesis of vitamin a-active polyenes - Google Patents
Synthesis of vitamin a-active polyenesInfo
- Publication number
- GB691026A GB691026A GB9354/51A GB935451A GB691026A GB 691026 A GB691026 A GB 691026A GB 9354/51 A GB9354/51 A GB 9354/51A GB 935451 A GB935451 A GB 935451A GB 691026 A GB691026 A GB 691026A
- Authority
- GB
- United Kingdom
- Prior art keywords
- vitamin
- effected
- alkali metal
- catalyst
- diacid
- 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
- C07C401/00—Irradiation products of cholesterol or its derivatives; Vitamin D derivatives, 9,10-seco cyclopenta[a]phenanthrene or analogues obtained by chemical preparation without irradiation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises an a ,g -vitamin A diacid and its preparation by condensing b -ionylidene acetaldehyde with b -methyl glutaconic anhydride and thereafter saponifying and acidulating the resulting condensation product. Subsequent decarboxylation yields the a -monocarboxy acid which may be reduced to vitamin A alcohol. The condensation may be effected in the presence of a basic condensation catalyst, e.g. an alkali metal or alkali metal hydroxide. The decarboxylation of the a :g -diacid may be effected by heat alone or in the presence of an organic base, e.g. a tertiary amine and a metal catalyst, e.g. a copper salt in the temperature range 90-175 DEG C. Reduction of the a -monocarboxy acid may be effected with lithium aluminium hydride or it may be esterified by treating with an alkyl halide in the presence of methyl ethyl ketone, an alkali metal halide and an alkali carbonate. The vitamin A active material which is obtained in the cis form may be converted to the trans form by isomerization in the presence of an isomerization catalyst, e.g. iodine. Specifications 663,791 and 668,604 are referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US691026XA | 1950-04-22 | 1950-04-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB691026A true GB691026A (en) | 1953-05-06 |
Family
ID=22086775
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB9354/51A Expired GB691026A (en) | 1950-04-22 | 1951-04-23 | Synthesis of vitamin a-active polyenes |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB691026A (en) |
-
1951
- 1951-04-23 GB GB9354/51A patent/GB691026A/en not_active Expired
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