反应详情

温度

90 °C

To a solution of 7-thia-9-azatricyclo[6.4.0.0^[2,6]]dodeca-1(8),2(6),9,11-tetraen-12-ol (280 mg, 1.46 mmol, 1.00 equiv) in 1,4-dioxane (10 mL) was added phosphoroyl trichloride (1.12 g, 7.30 mmol, 5.00 equiv) at room temperature under nitrogen. The resulting solution was stirred for 2 h at 90° C. in an oil bath and concentrated under reduced pressure. The pH value of the solution was adjusted to 8 with saturated aqueous sodium bicarbonate and extracted with 3×30 mL of ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:10) to afford 12-chloro-7-thia-9-azatricyclo[6.4.0.0^[2,6]]dodeca-1(8),2(6),9,11-tetraene (0.25 g, 81%) as a white solid. MS (ES): m/z 210 and 212 (M+H)+.

1. concentrationconcentrated under reduced pressure
2. extractionextracted with 3×30 mL of ethyl acetate
3. dry with materialThe combined organic layers were dried over anhydrous sodium sulfate
4. concentrationconcentrated under vacuum