Methyl iodide → 4-methoxy-3-[3-[3-(2-hydroxyethoxy)phenyl]-1-oxo-2-propenyl]-1,6-dimethyl-2(1H)-pyridinone

Participants

Reaction Steps

To a mixture of 1.41 g of 4-hydroxy-3-[3-[3-(2-hydroxyethoxy)phenyl]-1-oxo-2-propenyl]-1,6-dimethyl-2(1H)-pyridinone and 14 ml of dimethylformamide was added 0.19 g of sodium hydride (60% oily) under ice-cooling. After stirred at room temperature for 1 hour, 1.82 g of iodomethane was added, and this was stirred at room temperature to 42° C. for 5 hours. The reaction solution was neutralized with sodium hydrogen sulfate under ice-cooling, this was concentrated under reduced pressure, and the resulting residue was subjected to silica gel column chromatography to obtain 0.67 g of 4-methoxy-3-[3-[3-(2-hydroxyethoxy)phenyl]-1-oxo-2-propenyl]-1,6-dimethyl-2(1H)-pyridinone [Compound No. (41a)] as a yellow crystal.

Provenance & Evidence