تفاعل #55075

ord-3447ac29283c4066a8c700fde6da80c0

معادلة التفاعل

O=C([O-])[O-].[K+].[K+]
potassium carbonate
SCc1ccc(Cl)cc1
p-chlorobenzylmercaptan
COC(=O)CCl
methyl chloroacetate
[I-].[K+]
potassium iodide
COC(=O)CSCc1ccc(Cl)cc1
methyl p-chlorobenzylmercapto-acetate
المردود 100.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe mixture thus obtained
  2. 2
    درجة الحرارةheated
  3. 3
    درجة الحرارةunder reflux for 7 hours
  4. 4
    درجة الحرارةIt is cooled
  5. 5
    ترشيحthe precipitate (K2CO3) is filtered off
  6. 6
    أخرىthe acetone is evaporated from the filtrate
  7. 7
    غسيلThe ether solution is washed with 4 N NaOH
  8. 8
    تجفيفThe ether solution is then dried over MgSO4
  9. 9
    أخرىthe ether is evaporated

الإجراء التجريبي

Anhydrous acetone (100 ml), potassium carbonate (21 g), p-chlorobenzylmercaptan (19.5 ml), methyl chloroacetate (13.2 ml) and potassium iodide (0.1 g) are mixed in the cold. The mixture thus obtained is stirred and heated under reflux for 7 hours. It is cooled, the precipitate (K2CO3) is filtered off, the acetone is evaporated from the filtrate and the residue is taken up with ether. The ether solution is washed with 4 N NaOH and then with water until the wash waters have a neutral pH. The ether solution is then dried over MgSO4, the ether is evaporated and 34.5 g (100% yield) of methyl p-chlorobenzylmercapto-acetate are collected in the form of a chromatographically pure oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04151300uspto-grants-1979_04