Methyl iodide → HCID 20323738, compound

Participants

Reaction Steps

A mixture of 2.3 g (0.006 mole) of 2-cyano-5,5-dimethyl-8-(1,2-dimethylheptyl)-10-hydroxy-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-d]pyridine, 2.8 g (0.02 mole) of iodomethane and 10 g (0.0725 mole) of potassium carbonate in anhydrous acetone was heated at reflux, with stirring, for 7 hours. After cooling, the solid was removed by filtration and discarded, and the mother liquor was concentrated on a rotary evaporator. The residual material was taken up in diethyl ether (70 ml) and washed with water, 1N HCl, and again with water. The organic layer was dried over sodium sulfate, filtered and concentrated to give 1.84 g (78%) of 2-cyano-5,5-dimethyl-8-(1,2-dimethylheptyl)-10-methoxy-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-d]pyridine as a yellow oil. The ir and nmr spectra confirmed the structure. The compound appeared pure by thin-layer chromatography (silica gel, chloroform solvent system).

Provenance & Evidence