تفاعل #54448

ord-13cef6c6a2ec4cb5a26aed9bcc299f1f

معادلة التفاعل

CCCCCCCCCCCCCCCCCC(=O)O
stearic acid
O=C1CCC(=O)N1Cl
N-chlorosuccinimide
CCCCCCCCCCCCCCCCC(Cl)C(=O)O
2-chlorostearic acid
المردود 70.0%

المذيبات

ظروف التفاعل

درجة الحرارة
220°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىInto a 50 ml 3-neck round bottom flask fitted with a condenser
  2. 2
    أخرىthermometer, and magnetic stirrer were placed
  3. 3
    أخرىThe flask was placed in a heating bath
  4. 4
    أخرىset at 150° C
  5. 5
    درجة الحرارةduring heating
  6. 6
    أخرىa homogeneous liquid phase was formed
  7. 7
    أخرىa sudden exothermic reaction
  8. 8
    درجة الحرارةThe reaction mixture was cooled
  9. 9
    غسيلthe resulting solution was washed thoroughly with dilute aqueous sodium chloride solution
  10. 10
    أخرىAfter drying
  11. 11
    أخرىremoval of the chloroform
  12. 12
    أخرىthe residue was recrystallized from acetonitrile

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04148811uspto-grants-1979_04