反应详情

A mixture of 3-trifluoromethoxyacetophenone, oxime, Preparation 14 (3.08 g, 12.36 mmol), Raney nickel (1 mL) in methanol (50 mL) and ammonium hydroxide (5 mL) was hydrogenated (H2, 50 psi) for 16 hours. The reaction mixture was filtered through Celite and the resultant filtrate was concentrated in vacuo. The suspension obtained was acidified with hydrochloric acid (6N) (100 mL). The aqueous layer was washed with diethyl ether (2×50 mL). The aqueous layer was then made basic with sodium hydroxide (10 N) (with cooling). The basic aqueous layer was then extracted with CH2Cl2 (2×100 mL). The combined organic layer was washed with brine (100 mL), dried over anhydrous magnesium sulfate, filtered, and the resultant filtrate was concentrated in vacuo to provide the title compound (1.82 g, 63%) as an oil.

1. customfor 16 hours
2. filtrationThe reaction mixture was filtered through Celite
3. concentrationthe resultant filtrate was concentrated in vacuo
4. customThe suspension obtained
5. washThe aqueous layer was washed with diethyl ether (2×50 mL)
6. extractionThe basic aqueous layer was then extracted with CH2Cl2 (2×100 mL)
7. washThe combined organic layer was washed with brine (100 mL)
8. dry with materialdried over anhydrous magnesium sulfate
9. filtrationfiltered
10. concentrationthe resultant filtrate was concentrated in vacuo