反应详情

4-t-Butyl-2,6-dinitrochlorobenzene (1.8 grams; 0.007 mole), aminoacetaldehyde dimethyl acetal (1.5 grams; 0.0014 mole) and toluene (50 ml) were placed in a glass reaction vessel equipped with a stirrer, heating mantle, reflux condenser and thermometer and stirred overnight. Diethyl ether (50 ml) was added to the reaction mixture which was filtered and the filtrate then was evaporated. Toluene (50 ml), ethylene glycol (0.49 grams) and P-toluenesulfonic acid were added and the solution was refluxed for 2 hours. Then one-half the toluene was removed by distillation. The residue was chromatographed on silica to remove unreacted starting materials. The product (1.3 grams) was obtained as a yellow solid (melting point 81°-82° C.).

1. customequipped with a stirrer
2. temperatureheating mantle
3. temperaturereflux condenser
4. filtrationwas filtered
5. customthe filtrate then was evaporated
6. additionToluene (50 ml), ethylene glycol (0.49 grams) and P-toluenesulfonic acid were added
7. temperaturethe solution was refluxed for 2 hours
8. customThen one-half the toluene was removed by distillation
9. customThe residue was chromatographed on silica
10. customto remove unreacted