Реакция #1543042

Уравнение реакции

2-chloro-4-methylsulfonylbenzoyl chloride

4-chloro-2-methylphenol

aluminum chloride

hydrochloric acid

→

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

Выход 60.0%

Растворители

1,1,2,2-tetrachloroethane

Условия реакции

Обработка

1. 1
   Температураthe mixture is subsequently refluxed for 7 hours
2. 2
   ДругоеThe organic phase is separated off
3. 3
   Экстракцияthe aqueous phase is extracted twice
4. 4
   ПромывкаThe combined organic phases are washed until neutral,
5. 5
   Сушкаdried over magnesium sulfate
6. 6
   Другоеevaporated
7. 7
   ДругоеRecrystallization
8. 8
   workup.ADDITIONfrom a mixture of ethyl acetate and diisopropyl ether

Методика

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.

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