5-Chloro-6,7-dimethoxy-3,4-dihydroisoquinolin-1(2H)-one → 5-Chloro-6,7-dihydroxy-3,4-dihydroisoquinolin-1(2H)-one

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Reaction Steps

To the solution of 5-chloro-6,7-dimethoxy-3,4-dihydroisoquinolin-1(2H)-one (700 mg, 2.90 mmol) in dichloromethane (DCM) (2 mL) at −78° C. was added borontribromide (0.821 mL, 8.69 mmol). Mixture was allowed to warm up to room temperature and stirred at room temperature for 1 hour. Mixture was diluted with methanol and stripped several times to give 5-chloro-6,7-dihydroxy-3,4-dihydroisoquinolin-1(2H)-one (619 mg, 2.90 mmol, 100% yield) LCMS (M+H)+: 214.0

Provenance & Evidence