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

Participants

Reaction Steps

In a 200 ml-volume autoclave were charged 15.4 mg (0.02 moles) of the [2,2'-bis(diphenylphosphino)-6,6'-dimethylbiphenyl]ruthenium-diacetate as prepared in Example 1, 2.45 g (5 mmoles) of 6-methoxy-α-methylene-2-naphthaleneacetic acid, 0.98 g (5 mmoles) of dicyclohexylmethylamine, and 50 ml of ethanol. The mixture was subjected to hydrogenation at 15° C. under a hydrogen pressure of 100 kg/cm2 for 12 hours, and the solvent was removed from the reaction mixture by distillation to obtain 2.40 g of naproxen (i.e., 6-methoxy-α-methyl-2-naphthaleneacetic acid). The yield was 97%.

Provenance & Evidence