Naproxen → HCID 86623028, compound

Participants

Reaction Steps

In 2 ml of dichloromethane, 350 mg (2 mmol) of Boc-aminopropanol and 462 g (2 mmol) of naproxen (manufactured by Wako Pure Chemical Industries) were dissolved, and 48 mg (0.4 mmol) of DMAP and 422 g of WSCI.HCl (2.2 mmol)/2 ml dichloromethane were added thereto in this order under ice-cooling. After returning to room temperature and stirring for 4 hours and 50 minutes, dichloromethane was evaporated under reduced pressure, and ethyl acetate was added thereto, followed by separation by washing with 5% citric acid twice, water, 5% sodium hydrogen carbonate twice, water and saturated brine consecutively. After dehydration drying with sodium sulfate, ethyl acetate was evaporated under reduced pressure to give 720 mg of white crystal of the titled compound (yield 93%). The structure was identified by 1H-NMR (CDCl3).

Provenance & Evidence