反应详情

温度

100 °C

A solution of freshly prepared 1-methanesulfonyl-4-(2-nitro-propenyl)-2-trifluoromethyl-benzene (59b) (14 g, 45 mmol) in acetic acid (100 ml) is added slowly to a stirred slurry of Iron powder (27.6 g, 495 mmol) in acetic acid (100 ml) at 60° C. The reaction is then stirred at 100° C. for 2 hours then allowed to cool and poured onto ice-water (300 ml). After filtration through celite, washing with dichloromethane (500 ml), the organic extract is separated and washed with water (3×300 ml) followed by brine (500 ml). The organic extract is dried (MgSO4) and concentrated to give a red oil. Chromatography on silica, eluting with ethyl acetate-hexane, affords the titled compound as a white solid.

1. temperatureto cool
2. additionpoured onto ice-water (300 ml)
3. filtrationAfter filtration through celite
4. washwashing with dichloromethane (500 ml)
5. extractionthe organic extract
6. customis separated
7. washwashed with water (3×300 ml)
8. extractionThe organic extract
9. dry with materialis dried (MgSO4)
10. concentrationconcentrated
11. customto give a red oil
12. washChromatography on silica, eluting with ethyl acetate-hexane