Chlorine → 3,5-Dichloro-4-methylbenzoyl chloride

Temperature

4 °C

A jacketed kettle was equipped with a chiller, overhead stirrer, thermometer, and connections to a chlorine tank and a caustic scrubber. The kettle was charged with the previously prepared 3-chloro-4-methylbenzoyl chloride (1 part) and dichloromethane (6.8 parts). Aluminum trichloride (0.8 parts) was added, and the resulting red-brown mixture was cooled with agitation to 3-5° C. Chlorine (0.37 parts) was introduced at a sufficient rate to keep the reaction temperature below 10° C. The reactor was held at 0-5° C. for 6 hours. The reaction mixture was purged with nitrogen and slowly quenched by transfering into an agitated and chilled hydrochloric acid solution (4.4 parts) while maintaining the temperature below 5° C. Agitation was topped and the lower organic layer was recovered. The solvent was removed by distillation.

1. customA jacketed kettle was equipped with a chiller, overhead stirrer
2. customthe reaction temperature below 10° C
3. customThe reaction mixture was purged with nitrogen
4. customslowly quenched
5. temperaturechilled hydrochloric acid solution (4.4 parts)
6. temperaturewhile maintaining the temperature below 5° C
7. customthe lower organic layer was recovered
8. customThe solvent was removed by distillation

ORD record

ord-fad84af52fad429f95354a9be9f30b8f

Source dataset

uspto-grants-1999_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05969200