Boron tribromide → 3-Hydroxymethyl-3-(3-hydroxy-phenyl)-1-methyl-azepan-2-one

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Reaction Steps

A 1M solution of BBr3(1.48 mL, 1.48 mmol) in CH2Cl2 was added to 3-methoxymethyl-3-(3-methoxy-phenyl)-1-methyl-azepan-2-one (as described in Step A above) (0.391 g, 1.35 mmol) dissolved in anh. CH2Cl2 (5 mL) at −78° C. After 24 h of stirring at RT, the reaction was quenched with H2O, extracted with CH2Cl2 (3×), dried (MgSO4), concentrated and purified using SiO2 chromatography (1-1.5% MeOH/CH2Cl2with HOAc) to give the title compound.

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