反应详情

To a stirred, cooled (ice bath) suspension of sodium hydride (2.4 g, 100 mmol) in anhydrous tetrahydrofuran (200 mL), 4-bromo phenol (17.3 g, 100 mmol) was added followed by 3,3,-dimethyl acryloyl chloride (11.14 mL, 100 mmol). After 4 hours at ambient temperature, the reaction mixture was poured into brine and extracted with diethyl ether (×2). The combined organic phase was dried over anhydrous sodium sulfate, filtered and evaporated in vacuo to afford an oil which was subjected to flash column chromatography over silica gel (230-400 mesh) using 2% ethyl acetate in hexane as the eluent to afford the title compound (15 g, 59%).

1. temperatureTo a stirred, cooled
2. additionwas added
3. extractionextracted with diethyl ether (×2)
4. dry with materialThe combined organic phase was dried over anhydrous sodium sulfate
5. filtrationfiltered
6. customevaporated in vacuo
7. customto afford an oil which