Реакция #2283

Уравнение реакции

3-(3-chlorobenzoyl)propionic acid

potassium hydroxide

hydrazine

→

product

Выход 90.8%

4-(3-chlorophenyl)-butyric Acid

Выход 90.8%

Растворители

diethyleneglycol

Условия реакции

Обработка

1. 1
   ДругоеTo a 300 ml round-bottomed flask equipped with magnetic stirrer
2. 2
   Температураreflux condenser
3. 3
   ТемператураThe mixture was heated
4. 4
   Другоеwas azeotroped off into a Dean-Stark trap
5. 5
   ТемператураThe reaction was refluxed for an additional 2 hours
6. 6
   Температураcooled
7. 7
   workup.ADDITIONpoured into 500 g of ice with 50 ml of con
8. 8
   ДругоеA white precipitate was formed which
9. 9
   Экстракцияwas extracted into 400 ml of ethyl ether
10. 10
    Промывкаwashed with 100 ml of water and 100 ml of saturated sodium chloride solution
11. 11
    ЭкстракцияThe ether extract
12. 12
    Сушкаwas dried over anhydrous magnesium sulfate
13. 13
    Фильтрацияfiltered

Методика

To a 300 ml round-bottomed flask equipped with magnetic stirrer and reflux condenser was charged 23.7 g of 87% potassium hydroxide and 150 ml of diethyleneglycol, with stirring, 23 g of 3-(3-chlorobenzoyl)propionic acid was added followed by 24 g of 85% hydrazine. The mixture was heated to reflux for 2 hours when 50 ml of solvent was azeotroped off into a Dean-Stark trap. The reaction was refluxed for an additional 2 hours, cooled, and poured into 500 g of ice with 50 ml of con. hydrochloric acid. A white precipitate was formed which was extracted into 400 ml of ethyl ether, and washed with 100 ml of water and 100 ml of saturated sodium chloride solution. The ether extract was dried over anhydrous magnesium sulfate, filtered, and stripped to yield 19.5 g of product as a white solid.

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