반응 #1543042

반응 방정식

2-chloro-4-methylsulfonylbenzoyl chloride

4-chloro-2-methylphenol

aluminum chloride

hydrochloric acid

→

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

수율 60.0%

용매

1,1,2,2-tetrachloroethane

반응 조건

후처리

1. 1
   온도the mixture is subsequently refluxed for 7 hours
2. 2
   기타The organic phase is separated off
3. 3
   추출the aqueous phase is extracted twice
4. 4
   세척The combined organic phases are washed until neutral,
5. 5
   건조dried over magnesium sulfate
6. 6
   기타evaporated
7. 7
   기타Recrystallization
8. 8
   workup.ADDITIONfrom a mixture of ethyl acetate and diisopropyl ether

실험 절차

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.

출처