反应详情

温度

0 °C

364 mg magnesium was suspended in 2 ml ether, under nitrogen. 150 ul 4-bromobenzo-trifluoride was added and then a solution of 12.6 mmol 4-bromobenzotrifluoride in 1.5 ml ether was added dropwise over a period of 10 minutes at room temperature. The mixture came mildly exothermic and turned red-brown while the grignard reagent formed during 1.5 h of stirring. The mixture was cooled down to 0° C. A solution of 12.5 mmol 1-N-ethoxycarbonyl-3-pyrrolidone in 14 ml ether was added dropwise. The reaction mixture was allowed to come to room temperature and stirred for 2 h30. 20% NH4Cl was added dropwise, at 0° C., to quench the reaction. The mixture was allowed to warm to room temperature. The aqueous layer was extracted 3 times with ether. The combined organic phases were washed with water and brine, dried over Na2SO4 and evaporated. The residue was purified on silica gel (eluent: heptane-ethyl acetate 1/1) to yield the title compound (61%) as a yellow solid. MS (m/e): 362.2 ([M+59], 100%).

1. customformed during 1.5 h
2. customto come to room temperature
3. stirringstirred for 2 h30
4. customto quench
5. customthe reaction
6. temperatureto warm to room temperature
7. extractionThe aqueous layer was extracted 3 times with ether
8. washThe combined organic phases were washed with water and brine
9. dry with materialdried over Na2SO4
10. customevaporated
11. customThe residue was purified on silica gel (eluent: heptane-ethyl acetate 1/1)