Boron Trichloride → 4-[4-(Hydroxymethyl)-4-methyl-1-cyclohexenyl]phenol

Participants

Reaction Conditions

Reaction Steps

To a solution of [4-(4-benzyloxy-phenyl)-1-methyl-cyclohex-3-enyl]-methanol (102 mg, 0.331 mmol) in DCM (5.0 mL) at −78° C. was added BCl3 (1.0 M in hexanes, 0.5 mL). The reaction mixture was then stirred at −78° C. for 3 h. The mixture was then quenched with aqueous saturated NaHCO3 (30 mL), extracted with ethyl acetate (60 mL), dried over MgSO4 and purified by SiO2 (50˜70% ethyl acetate/Hexanes) to yield 4-(4-hydroxymethyl-4-methyl-cyclohex-1-enyl)-phenol as a liquid.

Provenance & Evidence