m-Chloroperbenzoic acid → 5-(Methoxycarbonyl)isoquinoline 2-oxide

Participants

Reaction Steps

Methyl isoquinoline-5-carboxylate (5.8 g, 31.0 mmol) obtained in Step (3) above and dichloromethane (60 mL) were mixed and stirred. The reaction solution was added with mCPBA (8.02 g, 46.2 mmol) and stirred for about 5 hours at 50° C. The reaction mixture was cooled to room temperature and adjusted to have a pH value in a range of 9˜10 by adding a saturated aqueous sodium bicarbonate. The reaction mixture was diluted with dichloromethane, and washed with a saturated aqueous sodium bicarbonate solution and saline. The organic layer thus obtained was dried over anhydrous sulfate, filtered, and concentrated under reduced pressure to obtain the title compound (4 g, 63.5%).

Provenance & Evidence