تفاعل #1679

معادلة التفاعل

3-(3-chlorobenzoyl)propionic acid

potassium hydroxide

hydrazine

→

product

المردود 90.8%

4-(3-chlorophenyl)-butyric acid

المردود 90.8%

المذيبات

diethyleneglycol

ظروف التفاعل

المعالجة

1. 1
   أخرىTo a 300 ml round-bottomed flask equipped with magnetic stirrer
2. 2
   درجة الحرارةreflux condenser
3. 3
   درجة الحرارةThe mixture was heated
4. 4
   أخرىwas azeotroped off into a Dean-Stark trap
5. 5
   درجة الحرارةThe reaction was refluxed for an additional 2 hours
6. 6
   درجة الحرارةcooled
7. 7
   workup.ADDITIONpoured into 500 g of ice with 50 ml of con
8. 8
   أخرىA white precipitate was formed which
9. 9
   استخلاصwas extracted into 400 ml of ethyl ether
10. 10
    غسيلwashed with 100 ml of water and 100 ml of saturated sodium chloride solution
11. 11
    استخلاصThe ether extract
12. 12
    تجفيفwas dried over anhydrous magnesium sulfate
13. 13
    ترشيحfiltered

الإجراء التجريبي

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.

المصدر