Ammonia → HCID 15557865, compound

Participants

Reaction Steps

Using the method of Birch, J. Proc. Roy. Soc. New South Wales, 83, 245 (1949), 27.6 g of 4-methoxybenzyl alcohol in 93 ml of dry ethanol was added to 600 ml of liquid ammonia and reduced with 23 g of sodium added in pieces. After 2 hrs stirring, the excess sodium was discharged by cautiously adding 60 g of ammonium chloride. The ammonia was allowed to evaporate, water was added to the residue, and the product was extracted with dichloromethane. The extracts, dried and evaporated, afforded 12.1 g, bp 72°-74° (0.1 mm), identified by nmr.

Provenance & Evidence