反应详情

温度

-78 °C

A flask equipped with a dry ice condenser was flame dried under a nitrogen stream, and charged with 3.1 mL (17 mmol) of chlorodiphenylphosphine and 10 mL of dichloromethane. After cooling the resulting solution to -78° C. and charging the condenser with dry ice and acetone, 4 mL (43 mmol) of bromotrifluoromethane (Freon 13B1) that had been condensed into a graduated tube was warmed to room temperature and allowed to distill into the flask. The cold solution was treated dropwise with 7 mL (26 mmol) of hexaethylphosphorous triamide, allowed to stir at "78° C. for 1 hour, and allowed to stir at room temperature overnight. Dilution with 50 mL of dichloromethane, water washing (three 50 mL portions), drying (MgSO4), and concentration afforded a brown liquid which was purified by flash chromatography on 50g of silica gel (230-400 mesh) eluted with petroleum ether to give 2.9g (68% yield) of diphenyltrifluoromethylphosphine as a colorless liquid. 19F NMR (CDCl3, relative to CFCl3) -55.60 ppm (d, JPF =73 Hz); 31P NMR (CDCl3, relative to H3PO4) 3.11 ppm (quartet of pentets, JPF =73 Hz, JPH =8 Hz); mass spectrum (70 eV) m/z (relative intensity) 254 (41, M+), 185 (74), 183 (100), 127 (23), 107 (40), 77 (26), 69 (65), 51 (54).

1. customA flask equipped with a dry ice condenser
2. temperaturewas flame
3. customdried under a nitrogen stream
4. customcondensed into a graduated tube
5. temperaturewas warmed to room temperature
6. distillationto distill into the flask
7. stirringto stir at room temperature overnight
8. dry with materialDilution with 50 mL of dichloromethane, water washing (three 50 mL portions), drying
9. concentration(MgSO4), and concentration
10. customafforded a brown liquid which
11. customwas purified by flash chromatography on 50g of silica gel (230-400 mesh)
12. washeluted with petroleum ether