Water → HCID 14796677, compound

Participants

Reaction Steps

n-Butyl lithium in hexane (1.6M, 320 ml) was added under nitrogen to a stirred solution of N-(1,3-benzodioxol-5-ylmethylene)cyclohexanamine (100 g) in dry THF (500 ml) at -78°. After 15 min ethyl iodide (50 ml) was added and the mixture was allowed to warm slowly to -50°. Water was then added and the mixture was extracted with ether. The extracts were concentrated in vacuo and the concentrate heated in 2N hydrochloric acid (250 ml) on a steam bath for 20 min. The resultant solution was diluted with water and extracted with ether. The extracts were dried and evaporated to give the title compound (38 g) as a pale yellow oil. T.l.c. (ether:hexane, 1:9) Rf 0.3.

Provenance & Evidence