2-(6-methoxynaphthalen-2-yl)prop-2-enoic Acid → Naproxen

Participants

Reaction Steps

In a 100 ml autoclave, the inside atmosphere of which had previously been replaced with argon, were placed 0.45 g (2 mmoles) of 6-methoxy-α-methylene-2-naphthaleneacetic acid, 20 ml of methanol, and 0.39 g (2 mmoles) of dicyclohexylmethylamine. Then, 9.0 mg (0.010 mmole) of Ru((-)-T-BINAP)(O2CCH3)2 prepared according to the same manner as in Referential Example 3 except using (-)-T-BINAP in place of (-)-BINAP was added to the mixture to perform hydrogenation for 12 hours at a hydrogen pressure of 135 kg/cm2 and at a reaction temperature of 17° C. Thereafter, the solvent was distilled off to provide 0.39 g of naproxen. The yield was 84%.

Provenance & Evidence