反应详情

A mixture of 2,6-difluoro-4-methoxy-3-nitro-benzaldehyde (6.3 g, 29 mmol) in methanol (30 mL) with p-toluenesulfonic acid (110 mg, 0.58 mmol) was heated at reflux for 18 hours. The reaction mixture was concentrated in vacuo and the residue partitioned between saturated aqueous sodium hydrogen carbonate and ethyl acetate. The aqueous layer extracted with ethyl acetate and the combined organic extracts dried (Na2SO4), filtered and concentrated in vacuo to give the title compound as a pale yellow solid (6.52 g, 85%). 1H NMR (CDCl3) 6.59 (1 H, dd, J=11.48, 2.08 Hz), 5.52 (1 H, s), 3.93 (3 H, s), 3.45 (6 H, s).

1. temperaturewas heated
2. temperatureat reflux for 18 hours
3. concentrationThe reaction mixture was concentrated in vacuo
4. customthe residue partitioned between saturated aqueous sodium hydrogen carbonate and ethyl acetate
5. extractionThe aqueous layer extracted with ethyl acetate
6. dry with materialthe combined organic extracts dried (Na2SO4)
7. filtrationfiltered
8. concentrationconcentrated in vacuo