反应详情

A mixture of 0.15 g (0.25 mmol) of 3-[[6-(2,3-dihydroxyphenyl) hexyl]oxy]-5-(octadecyloxy)benzoic acid, 0.05 g (0.6 mmol) of sodium bicarbonate and 0.64 ml (10 mmol) of methyl iodide in 3 ml of DMF was stirred and heated at 40° for 5 days. An additional 0.32 ml of methyl iodide and 0.05 g of sodium bicarbonate were added and heating at 40° was continued for 6 days. The solvent was removed at reduced pressure, the residue was extracted with ethyl acetate and the extract was washed with water. The dried extract was concentrated to an oil which was purified by chromatography on 4 g of silica gel using 25% ethyl acetate-hexane to give 0.104 g (68% yield, mp 82°-84°) of 3-[[6-(2,3-dihydroxyphenyl)hexyl]oxy]-5-(octadecyloxy)benzoic acid methyl ester.

1. temperatureheated at 40° for 5 days
2. temperatureheating at 40°
3. customThe solvent was removed at reduced pressure
4. extractionthe residue was extracted with ethyl acetate
5. washthe extract was washed with water
6. extractionThe dried extract
7. concentrationwas concentrated to an oil which
8. customwas purified by chromatography on 4 g of silica gel using 25% ethyl acetate-hexane