Ethanol → HCID 68815794, compound

Participants

Reaction Steps

To a solution of 0.356 g (1.26 mmol) of N-[2-(3-indolyl)ethyl)]decahydroiso-quinoline in 20 ml of ethanol was added a solution of 1.6 g of mercuric acetate and 1.88 g of ethylenediaminetetra-acetic acid disodium salt dihydrate in 40 ml of water and the resulting mixture was refluxed for 3 h. The cooled mixture was made basic with dilute ammoniumhydroxide (pH 11) and then extracted with dichloromethane (3×30 ml). The combined organic layers were dried over sodium sulfate, filtered and the solvent evaporated to give the crude enamine (mixture of regioisomers), which was directly used in the next step (see example 36). The pure enamine could be obtained by column chromatography (silica gel, dichloromethane/methanol/triethylamine, 98:1:1).

Provenance & Evidence