2-Mercaptoethanol → HCID 19786784, compound

Participants

Reaction Steps

A solution of 28.4 g of methyl 3-(4-chloro-2-thiabutyl)-indole-5-carboxylate [or 32.8 g of methyl 3-(4-bromo-2-thiabutyl)-indole-5-carboxylate; obtainable by reacting methyl gramine-5-carboxylate with 2-mercaptoethanol to give methyl 3-(4-hydroxy-2-thiabutyl)-indole-5-carboxylate and subsequently reacting the latter with SOCl2 or PBr3 ] and 16 g of 4-phenyl-1,2,3,6-tetrahydropyridine in 100 ml of acetonitrile is stirred for 12 hours at 20° and is worked up in the customary manner to give methyl 3-[4-(4-phenyl-1,2,3,6-tetrahydropyridyl)-2-thiabutyl]-indole-5-carboxylate ("P"); hydrochloride, m.p. 202°-203°.

Provenance & Evidence