Quaternary ammonium salt
AssigneeSumitomo Chemical Company, Limited
InventorsToshiaki Aikawa, Tetsuya Ikemoto
Life of this patent
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Abstract
A quaternary ammonium salt represented by formula (5) (wherein R1 represents an alkyl group having 1 to 4 carbon atoms, R2 represents an alkyl group having 1 to 10 carbon atoms, R3 represents an alkyl group having 1 to 10 carbon atoms that is optionally substituted with one or more phenyl groups; or a phenyl group that optionally has one or more groups selected from the group consisting of alkyl groups having 1 to 10 carbon atoms and a trifluoromethyl group, R4 represents an alkyl group having 1 to 4 carbon atoms, R5 represents an alkyl group having 1 to 10 carbon atoms, C* represents an asymmetric carbon atom, and X− represents a halide ion) can be used as a catalyst having good stability under basic conditions.
Claims13
A quaternary ammonium salt represented by formula (5)
- (wherein R1 represents an alkyl group having 1 to 4 carbon atoms, R2 represents an alkyl group having 1 to 10 carbon atoms, R3 represents an alkyl group having 1 to 10 carbon atoms that is optionally substituted with one or more phenyl groups;
- or a phenyl group that optionally has one or more groups selected from the group consisting of alkyl groups having 1 to 10 carbon atoms and a trifluoromethyl group, R4 represents an alkyl group having 1 to 4 carbon atoms, R5 represents an alkyl group having 1 to 10 carbon atoms, C* represents an asymmetric carbon atom, and X− represents a halide ion).
A method for producing a cyclopropane compound represented by formula (3)
- (wherein Ar1 represents an optionally substituted phenyl group or an optionally substituted naphthyl group, and R represents an alkyl group having 1 to 12 carbon atoms or an alkenyl group having 2 to 12 carbon atoms, C*1 and C*2 represent an asymmetric carbon atom, C*2 is an S-configuration when C*1 is an R-configuration, and C*2 is an R-configuration when C*1 is an S-configuration),
- comprising a step of reacting a compound represented by formula (1)
- (wherein Ar1 and R are as defined above)
- with a compound represented by formula (2)
- (wherein Y1 and Y2 each independently represent a halogen atom, an alkanesulfonyloxy group having 1 to 6 carbon atoms, an perfluoroalkanesulfonyloxy group having 1 to 6 carbon atoms, or a benzenesulfonyloxy group. Herein, a hydrogen atom or atoms contained in the benzenesulfonyloxy group may be each independently substituted with one or more groups selected from the group consisting of alkyl groups having 1 to 6 carbon atoms, halogen atoms, and a nitro group),
- in the presence of a quaternary ammonium salt represented by formula (5)
- (wherein R1 represents an alkyl group having 1 to 4 carbon atoms, R2 represents an alkyl group having 1 to 10 carbon atoms, R3 represents an alkyl group having 1 to 10 carbon atoms that is optionally substituted with one or more phenyl groups;
- or a phenyl group that optionally has one or more groups selected from the group consisting of alkyl groups having 1 to 10 carbon atoms and a trifluoromethyl group, R4 represents an alkyl group having 1 to 4 carbon atoms, R5 represents an alkyl group having 1 to 10 carbon atoms, C* represents an asymmetric carbon atom, and X− represents a halide ion) and a base.
Dependencies are inferred from the claim text.