反応 #1679

反応方程式

3-(3-chlorobenzoyl)propionic acid

potassium hydroxide

hydrazine

→

product

収率 90.8%

4-(3-chlorophenyl)-butyric acid

収率 90.8%

溶媒

diethyleneglycol

反応条件

後処理

1. 1
   その他To a 300 ml round-bottomed flask equipped with magnetic stirrer
2. 2
   温度reflux condenser
3. 3
   温度The mixture was heated
4. 4
   その他was azeotroped off into a Dean-Stark trap
5. 5
   温度The reaction was refluxed for an additional 2 hours
6. 6
   温度cooled
7. 7
   workup.ADDITIONpoured into 500 g of ice with 50 ml of con
8. 8
   その他A white precipitate was formed which
9. 9
   抽出was extracted into 400 ml of ethyl ether
10. 10
    洗浄washed with 100 ml of water and 100 ml of saturated sodium chloride solution
11. 11
    抽出The ether extract
12. 12
    乾燥was dried over anhydrous magnesium sulfate
13. 13
    ろ過filtered

実験手順

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.

出典