(1-Methyl-3,4-di(4-benzyloxy-phenyl)-cyclohex-3-enyl)-methanol → (1-Methyl-3,4-di(4-hydroxy-phenyl)-cyclohex-3-enyl)-methanol

Participants

Reaction Conditions

Reaction Steps

To a solution of (1-methyl-3,4-di(4-benzyloxy-phenyl)-cyclohex-3-enyl)-methanol (150 mg, 0.306 mmol) in DCM (5.0 mL) at −10° C. was added TiCl4 (0.102 mL, 3.0 eq.) and the reaction mixture stirred at −10° C. for 3 h. The reaction mixture was then diluted with ethyl acetate (20 mL and H2O (10 mL). The organic layer was separated, dried over MgSO4, and purified by SiO2 (50˜100% ethyl acetate/hexane) to yield a lower TLC spot of (1-methyl-3,4-di(4-hydroxy-phenyl)-cyclohex-3-enyl)-methanol.

Provenance & Evidence