Manufacturing method of optical activity alcohol

Abstract

A ruthenium complex RuCl[(S,S)-Tsdpen](p-cymene) represented by a formula below and a ketone compound are placed in a polar solvent, and the resulting mixture is mixed under pressurized hydrogen to hydrogenate the ketone compound and to thereby produce an optically active alcohol:

Description

technical field [0001] The invention relates to a preparation method of an optically active alcohol using a ruthenium metal complex or the like as a catalyst. Background technique [0002] Previously, various methods for preparing optically active alcohols using metal complexes as catalysts have been disclosed. In particular, the synthesis of optically active alcohols from carbonyl compounds using asymmetric metal complexes as catalysts is being intensively studied. [0003] For example, Japanese Patent Laid-Open No. 2003-104993 discloses many examples, such as using diphosphine such as BINAP (2,2'-bis(diphenylphosphino)-1,1'-binaphthyl) as a catalyst. Tetrahydroborate salts of asymmetric ruthenium metal complexes of compound and diamine compound coordinated on ruthenium, hydrogenation of various ketone compounds in 2-propanol without adding base under pressurized hydrogen to prepare optically active alcohols. Specifically, the corresponding optically active alcohols are p...

AI Technical Summary

Problems solved by technology

[0005] However, using the catalyst disclosed in Japanese Patent Laid-Open No. 2003-104993, although an optically active alcohol can be obtained from a ketone compound in the absence of a base, the yield or enantiomeric excess is low due to the reaction substrate.

In addition, the organic base triethylamine in Japanese Patent Laid-Open No. 11-322649 is necessary, so it is difficult to prepare optically active alcohols from reaction substrates that are unstable in bases such as acetylenone.

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