Preparing method for 3-e Menthyloxy -1,2-propanediol

Abstract

Process for safe and efficient manufacture of high-purity 3-е-oxy-1,2-propanediol and intermediates for this process. As shown in the following reaction formula, the production method of 3-е-oxyl-1,2-propanediol represented by chemical formula (IV) is: make е-alcohol and general formula (I) in a solvent with Lewis acid The 1,2-epoxy-3-halopropane (wherein X represents a halogen atom) is added to produce 1-halogen-3-е-oxyl-2 represented by the general formula (II) - propanol, make this first intermediate react with the alkali metal salt of aliphatic carboxylic acid containing 1-5 carbon atoms to make 1-acyloxy-2-substituting group-3 represented by general formula (III) -е-oxypropane, and then hydrolyze this second intermediate.

Description

technical field

[0001] The present invention relates to a preparation method of 3-l-menthoxy-1,2-propanediol and 1-acyloxy-2-substituent-3-l-menthoxy propane and a preparation method thereof, 3-l-menthoxy Base-1,2-propanediol is used as cooling agent (cool-feeling) or refreshing agent (refreshment improving agent), 1-acyloxy-2-substituent-3-l-menthoxypropane is used to make 3-l -Intermediate in the case of oxy-1,2-propanediol. According to the present invention, high-purity 3-l-menthoxyl-1,2-propanediol can be obtained in high yield and used as a synthetic intermediate of 3-l-menthoxyl-1,2-propanediol through safe and simple operation 1-acyloxy-2-substituent-3-l-menthoxypropane.

[0002] In addition, according to the present invention, high optical purity (2S)-3-l-menthoxy-1,2-propanediol with better refreshing feeling and controlled configuration of 2-position of propane moiety can be obtained. Background technique

[0003] 3-l-menthoxy-1,2-propanediol is a known compou...