Water → 3-(2,6-Dichloro-4-hydroxybenzyl)-1-(cis-2-methylcyclohexyl)pyrrolidin-2-one

Participants

Reaction Conditions

Reaction Steps

Dissolve 3-(2,6-dichloro-4-methoxybenzyl)-1-(cis-2-methylcyclohexyl) pyrrolidin-2-one (1.29 g, 3.47 mmol) in DCM (100 mL) and cool to 0° C. Stir the solution under N2 and add BBr3 (2.61 g, 10.42 mmol). Continue to stir the reaction mixture for 2 hours and add water (100 mL). Extract the aqueous layer with dichloromethane (3×200 mL). Combine the organic layers and dry with Na2SO4, filter, concentrate and purify by flash column chromatography (silica gel, 40-100% of EtOAc-Hexane) to give 1.06 g (85%) of the title compound as a white solid: MS (APCI-pos mode) m/z (rel intensity) 356.1 (100), 358.1 (60).

Provenance & Evidence