Water → 1-Benzyloxy-2-(4-chlorobenzyl)benzene

Participants

Reaction Conditions

Reaction Steps

In a nitrogen stream, triethylsilane (2.8 mL, 17.6 mmol) and a boron trifluoride-diethyl ether complex (1.84 mL, 14.6 mmol) were added to a solution of (2-benzyloxyphenyl)-(4-chlorophenyl)methanol (4.76 g, 14.6 mmol) in acetonitrile (150 mL) at −40° C. and the reaction mixture was stirred at the same temperature for 2 hours and furthermore at 0° C. for one hour. Water was added thereto and the mixture was extracted with methylene chloride. The organic layer was washed with a saturated sodium chloride aqueous solution and dried (anhydrous magnesium sulfate), and then the solvent was distilled under reduced pressure. The obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate:n-hexane (1:10)] to obtain the title compound (3.85 g, 85%).

Provenance & Evidence