反应 #1543042

反应方程式

2-chloro-4-methylsulfonylbenzoyl chloride

4-chloro-2-methylphenol

aluminum chloride

hydrochloric acid

→

2,5'-dichloro-2'-hydroxy-3'-methyl-4-methylsulfonylbenzophenone

收率 60.0%

溶剂

1,1,2,2-tetrachloroethane

反应条件

后处理

1. 1
   温度the mixture is subsequently refluxed for 7 hours
2. 2
   其他The organic phase is separated off
3. 3
   萃取the aqueous phase is extracted twice
4. 4
   洗涤The combined organic phases are washed until neutral,
5. 5
   干燥dried over magnesium sulfate
6. 6
   其他evaporated
7. 7
   其他Recrystallization
8. 8
   workup.ADDITIONfrom a mixture of ethyl acetate and diisopropyl ether

实验过程

5.06 g of 2-chloro-4-methylsulfonylbenzoyl chloride are added in portions at room temperature to a mixture of 2.85 g of 4-chloro-2-methylphenol and 5.40 g of aluminum chloride in 100 ml of 1,1,2,2-tetrachloroethane, and the mixture is subsequently refluxed for 7 hours. When cold, the reaction mixture is poured onto 200 g of ice and 500 ml of concentrated hydrochloric acid. The organic phase is separated off, and the aqueous phase is extracted twice using 50 ml of dichloromethane. The combined organic phases are washed until neutral, dried over magnesium sulfate and evaporated. Recrystallization from a mixture of ethyl acetate and diisopropyl ether gives 4.2 g (60% of theory) of 2,5'-dichloro-2'-hydroxy-3'-methyl-4-methylsulfonylbenzophenone in the form of colorless crystals with a melting point of 175°-180° C.

来源