反应详情

Dissolve 2-methyl-4-hydroxy-benzaldehyde (980 mg, 6.3 mmol), nitromethane (2.0 mL, 37.7 mmol) and ammonium acetate (1.9 g, 25.1 mmol) in acetic acid (9 mL). Heat eh reaction mixture at 110° C. for 2 hours. Concentrate the reaction mixture under reduced pressure and partition the residue between ether and water. Separate the layers and dry with Na2SO4, filter and concentrate under reduced pressure to afford a crude product. Purify the crude by flash chromatography (eluent: EtOAc/hexane 20/80 and 30/70) to afford the title compound (1.0 g). 1H-NMR (CDCl3, 200 MHz): 7.94 (d, 1H, J=13.4 Hz), 7.50 (d, 1H, J=13.6 Hz), 7.34-7.27 (m, 2H), 6.82 (d, 1H, J=8.1 Hz), 2.28 (s, 3H).

1. temperatureHeat
2. customeh reaction mixture at 110° C. for 2 hours
3. concentrationConcentrate the reaction mixture under reduced pressure
4. custompartition the residue between ether and water
5. customSeparate the layers
6. dry with materialdry with Na2SO4
7. filtrationfilter
8. concentrationconcentrate under reduced pressure
9. customto afford a crude product
10. customPurify the crude by flash chromatography (eluent: EtOAc/hexane 20/80 and 30/70)