4-(4-Phenyl-4-n-propyl-4-silacyclohexyl)cyclohexanone → 4-(4-Phenyl-4-n-propyl-4-silacyclohexyl)cyclohexyl-4'-fluorobiphenyl

Participants

Reaction Steps

In the same manner as in Example 6, 25 g of 4-(4-fluorophenyl)phenylmagnesium bromide was reacted with 31.5 g of 4-(4-phenyl-4-n-propyl-4-silacyclohexyl)cyclohexanone and the resultant alcohol was dehydrated, followed by catalytic reduction to obtain 4-(4-phenyl-4-n-propyl-4-silacyclohexyl)cyclohexyl-4'-fluorobiphenyl. The biphenyl product was then reacted with iodine monochloride, followed by reduction with lithium aluminohydride to obtain 14.4 g (yield: 36%) of the intended product. The product was subjected to NMR and IR analyses with the results shown below.

Provenance & Evidence