Diethyl Ether → HCID 22500670, compound

Participants

Reaction Steps

5-Benzyl-3-(benzyloxymethyl)-3-methyl-3,4-dihydro-2H-pyrrole (108 g, 0.368 mol), 2-bromo-1-(4-chlorophenyl)-1-ethanone (100 g, 0.428 mol) and NaHCO3 (34.6 g, 0.42 mol) are dissolved in methanol abs. (950 ml) in a 2 l flask and, adjusted to a temperature of 40° C., stirred for a total of 2 d with exclusion of light. The supernatant methanol phase is poured off from the viscous, green-brown substance at the bottom of the solution formed during the reaction, and the material is taken up with diethyl ether (1 l) and water (800 ml) and partitioned. The water phase is extracted 2 times with ether (600 ml). The collected ether solution is dried over Na2SO4 sicc. and concentrated. Solvent residues are removed in a high vacuum. 124 g of a viscous, swelling residue remain, which consists of the compound sought and which can be employed for. further reactions without further purification. For characterization, the substance is purified by means of column chromatography (Al2O3/hexane-diethyl ether 4:1).

Provenance & Evidence