Dimethylformamide → 3-benzyl-11-methoxy-1,2,4,5-tetrahydro-3H-azepino[4,5-b]quinoline

Participants

Reaction Conditions

Reaction Steps

19.9 gm (50 millimols) of 3-benzyl-11-chloro-1,2,4,5-tetrahydro-3H-azepino[4,5-b]quinoline dihydrochloride and 500 ml of dimethyl formamide were added to dry sodium methylate, prepared from 23 gm of sodium and 1600 ml of methanol. The mixture was stirred at 100° C for 3 hours, evaporated, the residue was introduced into water, and the aqueous mixture was extracted with ether. The 3-benzyl-11-hydroxy-1,2,4,5-tetrahydro-3H-azepino[4,5-b]quinoline formed at the same time remained undissolved.

Provenance & Evidence