Water → 2-(alpha-Ethoxycarbonyl-benzylidene)-1-methylpyrrolidine

Participants

Reaction Steps

Add a solution of 6.9 g of sodium in 140 ml of ethanol dropwise at 90°, with stirring, in a stream of nitrogen, to 84 g of 2-dimethylamino-1-methyl-1-pyrrolinium-methylsulfate and 37.9 g of phenylacetic acid ethyl ester. Stir the thus-prepared reaction mixture for a further 30 minutes at 90° and then distribute it between water and diethyl ether (300 ml of each). Isolate the product from the ether phase and distil it to obtain a yield of 48 g (85% of theory) of title compound (b.p. 106° to 107° at 0.008 mm of Hg).

Provenance & Evidence