Pyridine → HCID 53806132, compound

Participants

Reaction Steps

A solution of α-isopropyl-2-naphthlyacetyl chloride (219 g, 0.887 mole) in benzene (350 ml) is added to a solution of α-cyano-m-phenoxybenzyl alcohol (179.8 g, 0.798 mole) and pyridine (70.2 g, 0.887 mole) in ether (750 ml) at 0°-10° C. over a 11/2 hour period. Pyridine hydrochloride precipitates out during the addition. The reaction mixture, after stirring overnight at room temperature, is diluted with more ether (500 ml) and poured into water (1200 ml). The organic phase is separated, washed with water, 10% H2SO4 and water and dried over Na2SO4. Evaporation gives an orange-brown gum (348 g, 100% crude yield, 87.5% pure by liquid chromatography).

Provenance & Evidence