5-(Difluoromethyl)furan-2-carbaldehyde → 2-Furanmethanol, 5-(difluoromethyl)-alpha-ethynyl-

Participants

Reaction Conditions

Reaction Steps

43 ml of a 0.5M solution of ethynyl magnesium bromide in tetrahydrofuran were added at 0° C. over one hour to a solution of 2.5 g of the product of Stage A and 30 ml of tetrahydrofuran. The reaction mixture was stirred at 0° C. for 1 hour and then was poured into a saturated aqueous sodium dihydrogenphosphate solution. The 3 g of product were chromatographed on silica by eluting with a 7/3 hexane/ethyl acetate mixture to obtain 2.5 g of the desired product.

Provenance & Evidence