反应详情

To a mixture of AlCl3 (8.89 g, 59 mmol) in CH2Cl2 at −10° C. was added acetyl chloride (4.1 ml, 58 mmol) drop-wise while maintaining the internal temperature below 0° C. After 20 min 2-Chloro-1,4-dimethoxybenzene (10.0 g, 8.3 mmol) was dissolved in 8 ml CH2Cl2 and added to the above solution drop-wise while maintaining the internal temperature below 0° C. After 20 min the mixture was warmed to room temperature for 1 hour then warmed to reflux. After 21 h the solution was cooled, poured over a mixture of ice and concentrated HCl and extracted with dichloromethane. The combined organics were concentrated in vacuo and recrystallized from H2O/EtOH to afford 1-(4-chloro-2-hydroxy-5-methoxy-phenyl)-ethanone (8.78 g, 85%) as a solid.

1. temperaturewhile maintaining the internal temperature below 0° C
2. additionadded to the above solution drop-wise
3. temperaturewhile maintaining the internal temperature below 0° C
4. temperaturethen warmed to reflux
5. temperatureAfter 21 h the solution was cooled
6. extractionextracted with dichloromethane
7. concentrationThe combined organics were concentrated in vacuo
8. customrecrystallized from H2O/EtOH