An industrially advantageous process for producing 3-chloromethyl-3-cephem
derivative crystals. The process for 3-chloromethyl-3-cephem derivative
production comprises: a first step in which a thiazolineazetidinone
derivative (1) is reacted with a sulfonyl halide (2) in the presence of
an acid in a solvent to obtain an azetidinone derivative (3); a second
step in which the azetidinone derivative (3) is reacted with a
chlorinating agent in an organic solvent to obtain a chlorinated
azetidinone derivative (4); and a third step in which the chlorinated
azetidinone derivative (4) is reacted with an alcoholate (5) at a pH of 8
or lower in a solvent comprising an alcohol and an ether and a
3-chloromethyl-3-cephem derivative (6) is recovered in the form of
crystals.