GB768650A - Vitamin k intermediates - Google Patents
Vitamin k intermediatesInfo
- Publication number
- GB768650A GB768650A GB36764/54A GB3676454A GB768650A GB 768650 A GB768650 A GB 768650A GB 36764/54 A GB36764/54 A GB 36764/54A GB 3676454 A GB3676454 A GB 3676454A GB 768650 A GB768650 A GB 768650A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- naphthohydroquinone
- phytyl
- vitamin
- duolite
- 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
- C07C46/00—Preparation of quinones
- C07C46/02—Preparation of quinones by oxidation giving rise to quinoid structures
- C07C46/06—Preparation of quinones by oxidation giving rise to quinoid structures of at least one hydroxy group on a six-membered aromatic ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises a 1-monocarboxylic acid ester of 2-methyl-3-phytyl-1,4-naphthohydroquinone and the preparation thereof by reacting a 1-monocarboxylic acid ester of 2-methyl-1,4-naphthohydroquinone in an inert solvent with phytol in the presence of a dehydrating agent that is essentially insoluble under the conditions of reaction, is strongly acidic and does not form esters with phytol. Preferably the starting ester contains up to 8 carbon atoms in the acyloxy group. As dehydrating agents there may be used alkali metal bisulphates, e.g. sodium bisulphate or potassium bisulphate, or cation-exchange resins on the hydrogen cycle, e.g. Duolite C-60 or Duolite C-61. The reaction may be effected in the temperature range 65-90 DEG C. in a solvent such as benzene, toluene, dioxan or ethylene glycol dimethyl ether. Treatment of the 1-monocarboxylic ester of 2-methyl-3-phytyl-1,4-naphthohydroquinone with alkali yields 2-methyl - 3 - phytyl - 1,4 - hydroquinone which may be oxidized to Vitamin K1, e.g. with silver oxide. Examples describe the production of the 1-acetate, 1-propionate, 1-butyrate, 1-valerate, 1-caproate, 1-caprylate, 1-phenylacetate, and 1-benzoate of 2-methyl-3-phytyl-1,4-naphthohydroquinone and of Vitamin K1. Specification 768,651 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US768650XA | 1954-01-12 | 1954-01-12 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB768650A true GB768650A (en) | 1957-02-20 |
Family
ID=22134642
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB36764/54A Expired GB768650A (en) | 1954-01-12 | 1954-12-20 | Vitamin k intermediates |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB768650A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1160847B (en) * | 1958-08-07 | 1964-01-09 | Hoffmann La Roche | Process for the production of decals of 2,3-dimethoxy-1,4-benzohydroquinone and -quinone |
DE1178843B (en) * | 1959-10-09 | 1964-10-01 | Hoffmann La Roche | Process for the production of decoctions of 2,3-dimethoxy-5-methyl-1,4-benzohydroquinones and -quinones |
DE1178842B (en) * | 1958-12-31 | 1964-10-01 | Hoffmann La Roche | Process for the production of decoctions of 2, 3-, 2, 5- or 2, 6-dimethyl-1, 4-benzohydroquinones and -quinones |
-
1954
- 1954-12-20 GB GB36764/54A patent/GB768650A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1160847B (en) * | 1958-08-07 | 1964-01-09 | Hoffmann La Roche | Process for the production of decals of 2,3-dimethoxy-1,4-benzohydroquinone and -quinone |
DE1178842B (en) * | 1958-12-31 | 1964-10-01 | Hoffmann La Roche | Process for the production of decoctions of 2, 3-, 2, 5- or 2, 6-dimethyl-1, 4-benzohydroquinones and -quinones |
DE1178843B (en) * | 1959-10-09 | 1964-10-01 | Hoffmann La Roche | Process for the production of decoctions of 2,3-dimethoxy-5-methyl-1,4-benzohydroquinones and -quinones |
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