تفاعل #56457

ord-90b6abbdc7c44f2195eb796835879a6d

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىequipped with a magnetic stirrer, a condenser
  2. 2
    درجة الحرارةThe mixture is heated
  3. 3
    درجة الحرارةto reflux
  4. 4
    درجة الحرارةboiling is maintained for about 15 minutes
  5. 5
    درجة الحرارةThereafter the mixture is cooled
  6. 6
    درجة الحرارةThe whole is heated
  7. 7
    درجة الحرارةunder reflux for about 30 minutes
  8. 8
    درجة الحرارةcooled
  9. 9
    درجة الحرارةThereafter the whole is heated
  10. 10
    درجة الحرارةunder reflux for 30 minutes
  11. 11
    درجة الحرارةcooled
  12. 12
    أخرىthe oil obtained
  13. 13
    غسيلthe solution is washed with a dilute solution of sodium bicarbonate
  14. 14
    ترشيحfiltered over charcoal
  15. 15
    أخرىthus precipitates
  16. 16
    ترشيحis filtered off

الإجراء التجريبي

A solution of 15.2 g (0.2 mol) of thiourea in 100 ml of water is introduced into a 1 liter 3-necked flask equipped with a magnetic stirrer, a condenser and dropping funnel, and 28.9 g (0.2 mol) of p-fluorobenzylchloride are introduced, at 50°-60° C., in a single operation. The mixture is heated to reflux and boiling is maintained for about 15 minutes; the solution becomes limpid. Thereafter the mixture is cooled and a solution of 32 g (0.8 mol) of NaOH in water is added dropwise at about 60° C. The whole is heated under reflux for about 30 minutes and cooled and a solution of about 0.28 mol of sodium chloroacetate (obtained by neutralising 26.46 g of chloroacetic acid in 200 ml of water with 23.52 g of sodium bicarbonate) is added dropwise at 60°-70° C. Thereafter the whole is heated under reflux for 30 minutes, and then cooled. The mixture is acidified with 3N HCl, the oil obtained is taken up in methylene chloride, the solution is washed with a dilute solution of sodium bicarbonate, filtered over charcoal and acidified once more with 3 N HCl and p-flourobenzylthioacetic acid thus precipitates and is filtered off. After recrystallisation from cyclohexane, 33.4 g (yield: 83%) of the said acid are collected. Instantaneous melting point: 68°-69° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04225617uspto-grants-1980_09