反应详情

温度

50 °C

(4R)-4-(4-Chloro-3-nitrophenyl)pyrrolidin-2-one (24 g, 100 mmol) was treated with acetic acid (100 mL) and warmed to 50° C. Iron(0) (19.5 g, 350 mmol) was added in portions. After the addition, the reaction mixture was stirred for 1 h at 50° C. The mixture was then cooled and filtered through Celite. The filtrate was diluted with water and extracted with ethyl acetate (3×100 mL). The combined ethyl acetate layers were washed with water (3 times), brine, and concentrated to provide the title compound as a yellow oil. (18.9 g, 90% yield). 1H-NMR (400 MHz, CD3OD): δ 7.11-7.12 d, J=8.4 Hz, 1H), 6.73-6.74 (d, J=2.0 Hz, 1H), 6.52-6.55 (m, 1H), 3.70-3.74 (m, 1H), 3.54-3.62 (m, 1H), 3.29-3.34 (m, 1H), 2.63-2.69 (dd, J=16.4, 8.8 Hz, 1H), 2.37-2.43 (dd, J=16.4, 8.4 Hz, 1H); MS (ESI) m/z 211.07 (M+H)+.

1. additionAfter the addition
2. temperatureThe mixture was then cooled
3. filtrationfiltered through Celite
4. additionThe filtrate was diluted with water
5. extractionextracted with ethyl acetate (3×100 mL)
6. washThe combined ethyl acetate layers were washed with water (3 times), brine
7. concentrationconcentrated