反应详情

Specifically, 1.90 g (7.86 mmol) of 6-acryloyloxy-2-naphthoic acid was dissolved in 10 g of THF, to which 0.99 g (8.65 mmol) of methanesulfonyl chloride was added with ice-water bath cooling, and further 1.91 g (18.87 mmol) of triethylamine (TEA) was added dropwise. After stirring for 1 hour, 10 mg (0.08 mmol) of 4-dimethylaminopyridine (DMAP) was added, to which a solution of 2.00 g (8.25 mmol) of 4-benzyloxy-2-n-propylphenol dissolved in 7 g of THF was added dropwise. After stirring for 1 hour, the reaction mixture was allowed to warm to room temperature, the precipitates were removed by filtration, and the filtrate was washed with water. After removing the solvent by evaporation, the residue was purified by column chromatography (developing solvent: dichloromethane, SiO2) and recrystallized from acetone. Thus the target benzyl ether was obtained as a white solid (2.27 g, 61.9% yield).

1. additionwas added with ice-water bath
2. temperaturecooling
3. additionwas added dropwise
4. stirringAfter stirring for 1 hour
5. customthe precipitates were removed by filtration
6. washthe filtrate was washed with water
7. customAfter removing the solvent
8. customby evaporation
9. customthe residue was purified by column chromatography (developing solvent: dichloromethane, SiO2)
10. customrecrystallized from acetone