Sodium sulfate decahydrate → (2-Chloro-6-cyclopropyl-2',4'-difluoro-3-methoxybiphenyl-4-yl)methanol

Participants

Reaction Steps

Diisobutylaluminum hydride (1.5 M toluene solution, 6 mL) was added at 0° C. to a THF (40 mL) solution of methyl 2-chloro-6-cyclopropyl-2′,4′-difluoro-3-methoxybiphenyl-4-carboxylate (1.17 g), and the mixture was stirred at room temperature for 1 hour in a nitrogen atmosphere. Diisobutylaluminum hydride (1.5 M toluene solution, 2 mL) was added to the reaction mixture, and the mixture was stirred at room temperature for 30 minutes in a nitrogen atmosphere. Then, diisobutylaluminum hydride (1.5 M toluene solution, 2 mL) was further added thereto, and the mixture was stirred at room temperature for 30 minutes in a nitrogen atmosphere. Sodium sulfate decahydrate was added to the reaction mixture at 0° C., and the mixture was filtered through celite. Then, the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (1.07 g).

Provenance & Evidence