反应详情

A mixture of methyl trans-5-chloro-2-nitrocinnamate (step 1, 3.00 g, 12.42 mmol), iron powder (3.65 g, 62.08 mmol), ammonium chloride (332 mg, 6.21 mmol), ethanol (60 ml) and water (10 ml) was heated at reflux temperature for 2 h. The mixture was cooled and filtered through a pad of Celite. The filtrate was concentrated. The residue was diluted with ethyl acetate (200 ml) and washed with water (100 ml×2). After drying (MgSO4), removal of solvent gave 2.57 g (98%) of the title compound as crystals.

1. temperaturewas heated
2. temperatureat reflux temperature for 2 h
3. temperatureThe mixture was cooled
4. filtrationfiltered through a pad of Celite
5. concentrationThe filtrate was concentrated
6. additionThe residue was diluted with ethyl acetate (200 ml)
7. washwashed with water (100 ml×2)
8. customAfter drying
9. custom(MgSO4), removal of solvent