Benzene → HCID 10943869, compound

Participants

Reaction Steps

A mixture of 7-methoxy-2-tetralone (472 g., 2.68 mole), pyrrolidine (241 g., 3.40 mole) and benzene (2.5l) was refluxed under nitrogen with water separation (Dean-Stark trap) for 2 hrs. and then distilled for a further 1 hr. (1.2l) of distillate). Chloroacetonitrile (324 g., 4.30 mole) was added during 15 mins. and the mixture was refluxed for 4 hrs. and then left at room temperature overnight. Water (1.5l) was added and the mixture was refluxed for 3 hrs. The organic layer was separated while still hot, washed with 3N sulphuric acid (500 ml.) and filtered with suction through a pad of magnesium sulphate. The product crystallized from benzene and from benzene-ether (two crops) as yellow prisms (484 g., 84%); m.p. 97°-99° C.

Provenance & Evidence