Ethyl 2-[2-({[4-(trifluoromethyl)phenyl]sulfonyl}oxy)phenyl]cyclopropanecarboxylate → 2-[2-(Hydroxymethyl)cyclopropyl]phenyl 4-(trifluoromethyl)benzenesulfonate

Participants

Reaction Conditions

Reaction Steps

A solution of ethyl 2-[2-({[4-(trifluoromethyl)phenyl]sulfonyl}oxy)phenyl]-cyclopropanecarboxylate (0.84 g, 2.0 mmol) in THF (2 mL) is treated under an inert atmosphere with a 2 M solution of borane-methyl sulfide complex in THF (1 mL). The reaction is heated to 70° C. for 1 h, and stirred at room temperature overnight. The reaction is worked up by partitioning between ethyl acetate and 1 N HCl. The organic layer is dried and evaporated. The product, 2-[2-(hydroxymethyl)cyclopropyl]phenyl 4-(trifluoromethyl)benzenesulfonate, is obtained as a mixture of isomers. A yield of 93% is obtained.

Provenance & Evidence