反应详情

温度

90 °C

To a solution of 4-cyclohexyl-3-(trifluoromethyl)benzamide (D33) (822 mg, 3.03 mmol) in ethanol (40 ml) was added potassium hydroxide (1.700 g, 30.3 mmol) and water (5 ml) and the reaction heated to 90° C. block temperature for 3 h and stirred at room temperature for 16 h. Further potassium hydroxide (1.700 g, 30.3 mmol) was added and the reaction heated at reflux for 27 h. A further 5 mL of water was added and the reaction heated for 66 hours (weekend). The reaction mixture was concentrated in vacuo and the residue partitioned between ethyl acetate (25 mL) and aqueous hydrochloric acid (2M, 25 mL). The aqueous layer was further extracted with ethyl acetate (25 mL) and the combined organic phases dried (MgSO4), filtered and the solvent removed in vacuo to give the title compound as a white solid (737 mg). MS (ES): C14H15F3O2 requires 272; found 271 (M−H+).

1. temperaturethe reaction heated
2. temperatureat reflux for 27 h
3. temperaturethe reaction heated for 66 hours (weekend)
4. concentrationThe reaction mixture was concentrated in vacuo
5. customthe residue partitioned between ethyl acetate (25 mL) and aqueous hydrochloric acid (2M, 25 mL)
6. extractionThe aqueous layer was further extracted with ethyl acetate (25 mL)
7. dry with materialthe combined organic phases dried (MgSO4)
8. filtrationfiltered
9. customthe solvent removed in vacuo