1-(3-(Difluoromethoxy)phenyl)ethan-1-one → (3-Bromo-phenyl)-(3-difluoromethoxy-phenyl)-methanol

Participants

Reaction Steps

In an analogous reaction sequence to that described for Building Block C, the reaction of 1-(3-difluoromethoxy-phenyl)-ethanone with 3-bromophenyllithium yielded the (3-bromo-phenyl)-(3-difluoromethoxy-phenyl)-methanol which was used as crude material in the following elimination reaction with a catalytic amount of p-toluenesulfonic acid to yield the 1-bromo-3-[1-(3-difluoromethoxy-phenyl)-vinyl]-benzene (yield: 68% of theory) as a light yellow oil. TLC: Rf: 0.66 (silica gel; heptane:ethyl acetate=4:1, UV, 254 nm).

Provenance & Evidence