반응 #54448

반응 방정식

stearic acid

N-chlorosuccinimide

→

2-chlorostearic acid

수율 70.0%

용매

chloroform

반응 조건

후처리

1. 1
   기타Into a 50 ml 3-neck round bottom flask fitted with a condenser
2. 2
   기타thermometer, and magnetic stirrer were placed
3. 3
   기타The flask was placed in a heating bath
4. 4
   기타set at 150° C
5. 5
   온도during heating
6. 6
   기타a homogeneous liquid phase was formed
7. 7
   기타a sudden exothermic reaction
8. 8
   온도The reaction mixture was cooled
9. 9
   세척the resulting solution was washed thoroughly with dilute aqueous sodium chloride solution
10. 10
    기타After drying
11. 11
    기타removal of the chloroform
12. 12
    기타the residue was recrystallized from acetonitrile

실험 절차

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.

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