Carbamic acid, ethyl ester → Hydrochloric Acid

Participants

Reaction Steps

11.3 g (0.0298 mol) of the urethane, 1-[2-(N-ethoxycarbonyl-N-ethylamino)-ethyl]-1,2,6,7-tetrahydro-2-methylindolo[1,7-ab][1]benzazepine obtained after three successive treatments with ethyl chloroformate, were autoclaved for 8 hours at 140° C with a solution of 5.9 g [3 equivalents] of potassium hydroxide in 5.9 ml of water and 53 ml of ethanol. The resulting mixture was worked up as described in part B of Example 2 to yield the basic product, together with some unhydrolysed urethane which was given a second treatment with alkali. The combined basic products were distilled to give 5.9 g (64.7% yield) of pale-yellow, syrupy trans-1-(2-ethylaminoethyl)-1,2,6,7-tetrahydro-2-methylindolo[1,7-ab][1]benzazepine (boiling point 140° C [air-bath temperature]/2 × 10-5 mm Hg) whose hydrochloride melted at 169°-171° C.

Provenance & Evidence