Method for producing fluorine-containing (cyclo)alkenyl zinc halide compound

A method for producing a fluorine-containing (cyclo)alkenyl zinc halide compound represented by formula (1):

• wherein
• X1 represents a halogen atom,
• R1 represents a fluorine atom or a monovalent perfluorohydrocarbon group,
• R2 and R3 are the same or different, and each represents a hydrogen atom or fluorine atom, or R3 and R1 or R2 taken together optionally form a divalent perfluorohydrocarbon chain, and
• a single bond expressed with a wavy line indicates that the steric configuration with respect to a double bond to which the single bond is connected is E configuration, Z configuration, or a mixture of E configuration and Z configuration in any ratio,
• the method comprising
• a step (1) of reacting
• a halogenated olefin compound represented by formula (2):
• wherein
• R1, R2, and R3 are as defined above,
• X2 represents a fluorine atom, and
• a single bond expressed with a wavy line indicates that the steric configuration with respect to a double bond to which the single bond is connected is E configuration, Z configuration, or a mixture of E configuration and Z configuration in any ratio,
• with
• a zinc halide compound represented by formula (3):
• ZnX1 (3),
• wherein X1 is as defined above,
• in the presence of a zerovalent alkali metal, wherein the zerovalent alkali metal is sodium metal and/or potassium metal.