2-Chloro-N,N-dimethylethylamine → HCID 20545909, compound

Participants

Reaction Steps

A mixture of 4-(4-chlorophenyl)-7-hydroxy-2,2-dimethyl-1-tetralone (14.7 g), sodium hydride (80% oil dispersion, 1.65 g) and 2-dimethylaminoethyl chloride (5.8 g) was heated under reflux in toluene (150 ml) for 6 hr. The solvent was removed and the residue shaken with ether-dilute hydrochloric acid. The aqueous layer was separated, basified, extracted with ether and the extract dried (MgSO4). Evaporation gave 4-(4-chlorophenyl)-2,2-dimethyl-7-(2-dimethylaminoethoxy)-1-tetralone as a yellow oil (17 g, 91%) which was contaminated with ether. A portion was converted to the hydrochloride salt (64%), which crystallised as white prisms from ethanol-ether, m.p. 209°-211°.

Provenance & Evidence