反应详情

Trichloroacrylic acid (500 mg, 2.85 mmol; Alpha Chem. Co.) was added to 7 mL of SOCl2 and the mixture was refluxed for 6 h. After cooling, 5 mL of benzene was added and the solvent was concentrated on the rotary evaporator to 1/3 of its original volume. This step was repeated 4 times, until most of SOCl2 was evaporated. Three mL of acetonitrile were added followed by a suspension of 383 mg (2.80 mmol) of p-amino-benzoic acid in 3 mL of acetonitrile. After 30 min of stirring, TLC showed the disappearance of most starting material and the presence of a product with higher Rf value. The product was purified by preparative silica TLC (EtOAC/Hexane/acetic acid, 2:3:0.05) which gave a pure white powder (89% yield); MS (EI) m/z 293 (M+).

1. temperaturethe mixture was refluxed for 6 h
2. temperatureAfter cooling
3. concentrationthe solvent was concentrated on the rotary evaporator to 1/3 of its original volume
4. customuntil most of SOCl2 was evaporated
5. additionThree mL of acetonitrile were added
6. customThe product was purified by preparative silica TLC (EtOAC/Hexane/acetic acid, 2:3:0.05) which