Diethyl Ether → HCID 20323741, compound

Participants

Reaction Steps

A mixture of 198 mg (0.5 mmole) of 2-cyano-5,5-dimethyl-8-(1,2-dimethylheptyl)-10-methoxy-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-d]pyridine and 2.7 mg (0.05 mmole) of sodium methoxide in 8 ml of methanol was refluxed with stirring for 3 hours and allowed to stir overnight at ambient temperature. Ammonium chloride (29.4 mg; 0.55 mmole) was added and the stirring was continued for an additional 2 hours. The reaction mixture was concentrated on a rotary evaporator to give a residue to which was added 1 ml of diethyl ether. The solid was collected by filtration to give 138 mg in two crops (59%) of methyl 5,5-dimethyl-8-(1,2-dimethylheptyl)-10-methoxy-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-d]pyridine-2-carboximidate as a light yellow solid, m.p. 134°-36° C. The ir and nmr spectra confirmed the structure.

Provenance & Evidence