反応 #54448

反応方程式

stearic acid

N-chlorosuccinimide

→

2-chlorostearic acid

収率 70.0%

溶媒

chloroform

反応条件

後処理

1. 1
   その他Into a 50 ml 3-neck round bottom flask fitted with a condenser
2. 2
   その他thermometer, and magnetic stirrer were placed
3. 3
   その他The flask was placed in a heating bath
4. 4
   その他set at 150° C
5. 5
   温度during heating
6. 6
   その他a homogeneous liquid phase was formed
7. 7
   その他a sudden exothermic reaction
8. 8
   温度The reaction mixture was cooled
9. 9
   洗浄the resulting solution was washed thoroughly with dilute aqueous sodium chloride solution
10. 10
    その他After drying
11. 11
    その他removal of the chloroform
12. 12
    その他the residue was recrystallized from acetonitrile

実験手順

Into a 50 ml 3-neck round bottom flask fitted with a condenser, thermometer, and magnetic stirrer were placed 11.4 g (0.04 mole) stearic acid, 8.0 g (0.06 mole) N-chlorosuccinimide, 0.1 ml (0.0015 mole) chlorosulfonic acid, and 0.04 g (0.0002 mole) TCNQ. The flask was placed in a heating bath set at 150° C. The mixture was stirred during heating, and a homogeneous liquid phase was formed. The solution temperature continued to rise above that of the heating bath, and a sudden exothermic reaction occurred in which the reaction temperature increased to ca. 220° C. The reaction mixture was cooled and dissolved in chloroform, and the resulting solution was washed thoroughly with dilute aqueous sodium chloride solution. After drying and removal of the chloroform, the residue was recrystallized from acetonitrile to afford 8.9 g (70%) of 2-chlorostearic acid which was equivalent in purity to the product of Example I.

出典