反应详情

温度

20 °C

To a cooled (−78° C.) solution of 5-bromo-6-fluoro-2,2-diphenyl-benzo[1,3]dioxole (17.59 g, 47.4 mmol) in diethyl ether (300 ml) was slowly added a solution of n-butyl lithium in hexanes (1.6M, 30 ml, 48 mmol, 1.0 eq.). The reaction mixture was stirred 1 h at −78° C. before the addition of 4-morpholinecarbonylchloride (8.5 g, 56.9 mmol, 1.2 eq.). The reaction mixture was allowed to warm to 20° C. and poured into an aqueous solution of sodium bicarbonate. The aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine. Volatiles were removed in vacuo. Purification by flash chromatography afforded (6-fluoro-2,2-diphenyl-benzo[1,3]dioxol-5-yl)-morpholin-4-yl-methanone compound (13.0 g, 68%) as a light yellow solid.

1. extractionThe aqueous layer was extracted with ethyl acetate
2. washThe combined organic layers were washed with brine
3. customVolatiles were removed in vacuo
4. customPurification by flash chromatography