Water → HCID 13194169, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-methoxy-5-methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine (2.7 g, 0.0107 mol) and pyridinium hydrochloride (16.2 g) is stirred at 200° for 2 hours. The melt is cooled to 50° C. and slurried with water (75 ml). The slurry is made basic with aqueous saturated NaHCO3 and extracted with ether (3×100 ml). The combined extracts are dried over MgSO4 and filtered, and the filtrate evaporated to dryness under reduced pressure to give 2.19 g of crude product. Column chromatography (silica gel with 2% methanol in chloroform) provides a solid which is recrystallized from ethyl acetate to give 1.20 g (47%) of pure title compound; m.p. 215°-217° C.

Provenance & Evidence