METHOD FOR PRODUCTION OF 3-HYDROXYPROPAN-1-ONE COMPOUND, METHOD FOR PRODUCTION OF 2-PROPEN-1-ONE COMPOUND, AND METHOD FOR PRODUCTION OF ISOXAZOLINE COMPOUND

摘要

[PROBLEMS] To provide a novel intermediate for the production of a harmful organism control agent. [MEANS FOR SOLVING PROBLEMS] [Chemical formula 1] Disclosed are: a method for producing a 1,3-bis(substituted phenyl)-3-substituted-3-hydroxypropan-1-one compound represented by the formula (3) by utilizing an aromatic ketone compound represented by the formula (4) and a substituted acetophenone compound represented by the formula (5) as starting raw materials, which comprises reacting the aromatic ketone compound with the substituted acetophenone compound in an emulsified state in the presence or absence of an additive and in the presence of a base in an organic solvent or water; a method for producing a 1,3-bis(substituted phenyl)-3-substituted-2-propen-1-one compound represented by the formula (2) by the dehydration of the compound represented by the formula (3); a method for producing the compound (2) in one step from the compounds (4) and (5) via the compound (3); and a method for producing an isoxazoline compound represented by the formula (1) by reacting the compound (2) with hydroxylamine in an aliphatic or aromatic hydrocarbon solvent which may be substituted by a halogen atom, in the presence of a base and water while adding an additive selected from a phase transfer catalyst, a C1-C6 alcohol and an aprotic polar solvent.