1-(4-Difluoromethoxy-3-methyl-phenyl)-ethanone → (RS)-1-(3-bromo-5-ethoxymethyl-phenyl)-1-(4-difluoromethoxy-3-methyl-phenyl)-ethanol

Participants

Reaction Steps

In an analogous reaction sequence to that described for Building Block C, the treatment of 1-(4-difluoromethoxy-3-methyl-phenyl)-ethanone with 1,3-dibromo-5-ethoxymethyl-benzene beforehand reacted with n-butyllithium, yielded the (RS)-1-(3-bromo-5-ethoxymethyl-phenyl)-1-(4-difluoromethoxy-3-methyl-phenyl)-ethanol which was used as crude material in the following elimination reaction with a catalytic amount of p-toluenesulfonic acid to yield the title compound (yield: 47% of theory) as a light yellow oil. Mass (calculated) C19H19BrF2O2 [396]; (found) [M]+=396, 398.

Provenance & Evidence