Ammonia → HCID 68143729, compound

Participants

Reaction Steps

Treat a suspension of 1.5 g. of dl-13-ethyl-3-methoxy-17β-propoxygona-1,3,5(10)-triene, 75 ml. of 1,2-dimethoxyethane, 75 ml. of 1-methoxy-2-propanol, and 300 ml. of liquid ammonia with 5.0 g. of lithium. When the reaction ends add 1.5 g. of ammonium chloride and water. Collect the precipitate of dl-13-ethyl-3-methoxy-17β-propoxygona-2,5(10)-diene, and add it to a solution of 50 ml. of methanol, 5 ml. of conc. hydrochloric acid, and 4 ml. of water. Stir for 0.5 hours. Filter off a small amount of insoluble material. Add water to clean solution and extract with ether. Recrystallize from etherpetroleum ether to obtain the title product, m.p. 88°-89°; ultraviolet peak at 242 mμ (ε16,600); infrared peaks at 6.00, 6.19μ.

Provenance & Evidence