Sodium Hydroxide → 1,3-dimethyl-5,6-dihydro-4H-thieno[3,4-c]pyrrole

Participants

Reaction Steps

A mixture of 38 ml of a 3.4M solution of sodium bis(2-methoxyethoxy)aluminium hydride in toluene and 10 ml of dry toluene is added, at room temperature, to a suspension of 9.1 g (0.03 mol) of 1,3-dimethyl-5-tosyl-5,6-dihydro-4H-thieno [3,4-c]pyrrole in 42 ml of dry toluene. The mixture is then heated at reflux for 2 h 30 min, cooled to room temperature, and poured into 400 ml of 1N sodium hydroxide. The organic phase is washed with 3 times 50 ml of water and extracted with a 0.5N hydrochloric acid solution. The solid, precipitated by addition of a sodium carbonate solution, is filtered off, washed with water and dried. 3.12 g of product are obtained. Melting point: 110°-112° C. (with decomposition).

Provenance & Evidence