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Expired
Application number
GB37692/54A
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Merck and Co Inc
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Merck and Co Inc
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Publication date
Application filed by Merck and Co IncfiledCriticalMerck and Co Inc
Publication of GB768651ApublicationCriticalpatent/GB768651A/en
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
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Chemical & Material Sciences
(AREA)
Organic Chemistry
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Organic Low-Molecular-Weight Compounds And Preparation Thereof
(AREA)
Abstract
A 1-monocarboxylic acid ester of 2-methyl-3 - phytyl - 1,4 - naphthohydroquinone is obtained by reacting a 1-monocarboxylic acid ester of 2 - methyl - 1,4 - naphthohydroquinone with phytol in the presence of boron trifluoride. The reaction may be effected in an inert solvent which boils at a higher temperature than that of the reaction medium, e.g. tetrahydrofuran, dioxan, ethylene glycol dimethyl ether. The boron trifluoride may be employed in gaseous form or in a complex, e.g. a boron trifluoride etherate. As starting materials there may be employed 2 - methyl - 1,4 - naphthoquinone - 1-acetate and the corresponding 1-propionate, 1-valerate, 1-butyrate, 1-caproate, 1-caprylate, 1-phenylacetate and 1-benzoate. Examples disclose the production of 2-methyl-2-phytyl - 1,4 - naphthoquinone - 1 - acetate and the corresponding 1-propionate, 1-butyrate and 1-benzoate. The products can be hydrolysed to 2 - methyl - 3 - phytyl - 1,4 - naphthohydroquinone and the latter oxidized to Vitamin K1. Specification 768,650 is referred to.
Procedure for the manufacture of spyrocyclic polycetons and anholic esters and anholic esters of the same (Machine-translation by Google Translate, not legally binding)
Process for the production of fluorinated derivatives of testosterone, such as 6fluoro-17beta-hydroxy-17alpha-lower aliphatic hydrocarbon-4-androstene-3-ones