تفاعل #1543042

معادلة التفاعل

2-chloro-4-methylsulfonylbenzoyl chloride

4-chloro-2-methylphenol

aluminum chloride

hydrochloric acid

→

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

المردود 60.0%

المذيبات

1,1,2,2-tetrachloroethane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture is subsequently refluxed for 7 hours
2. 2
   أخرىThe organic phase is separated off
3. 3
   استخلاصthe aqueous phase is extracted twice
4. 4
   غسيلThe combined organic phases are washed until neutral,
5. 5
   تجفيفdried over magnesium sulfate
6. 6
   أخرىevaporated
7. 7
   أخرىRecrystallization
8. 8
   workup.ADDITIONfrom a mixture of ethyl acetate and diisopropyl ether

الإجراء التجريبي

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.

المصدر