Process for producing optically active aliphatic fluoroalcohol
AssigneeKanto Kagaku Kabushiki Kaisha
InventorsTakeaki Katayama, Toshihide Takemoto, Kunihiko Murata
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Abstract
The problem to be resolved by the present invention is to provide a method for efficiently synthesizing optically active lower aliphatic alcohols that have difficulty in separation from organic solvents, without using a special reactor. The present invention relates to a method for producing an optically active aliphatic alcohol having a fluorine atom at α position, wherein an optically active alcohol is produced by reacting an aliphatic ketone having a fluorine atom at α position in water using a formate, under the presence of an asymmetric catalyst represented by general formula (1) and an acid.
Claims11
A process for producing an optically active fluoroalcohol, in which, under the presence of an acid and an asymmetric catalyst that is a metal complex represented by general formula (1):
- wherein R1 and R2 may be identical to or different from each other, and are one selected from the group consisting of an alkyl group that may have a substituent, a phenyl group that may have a substituent, a naphthyl group that may have a substituent, a cycloalkyl group that may have a substituent, and an unsubstituted or substituted alicyclic ring formed by binding R1 and R2,
- R3 is one selected from the group consisting of an alkyl group that may have a substituent, a perfluoroalkyl group, a phenyl group that may have a substituent, a naphthyl group that may have a substituent, a cycloalkyl group that may have a substituent, a benzyl group that may have a substituent, a piperidinyl group that may have a substituent, a pyrrolidinyl group that may have a substituent, and a camphor group that may have a substituent,
- R4 is a hydrogen atom or an alkyl group,
- Ar is benzene that may have a substituent or a cyclopentadienyl group that may have a substituent, which binds to M via a π bond,
- X is an anionic group,
- M is ruthenium, rhodium or iridium,
- n denotes either 0 or 1, and when n is 0, then X is absent, and
- * denotes an asymmetric carbon;
- an aliphatic ketone having one or more fluorine atoms at α position is reacted to produce an optically active alcohol in a solvent containing water, using a formate as a hydrogen source.
Dependencies are inferred from the claim text.