Water → 2-Chloro-N-phenethyl-acetamide

HRID 406933

반응식

HRID 406933 반응식
[C:1]1([CH2:7][CH2:8][NH2:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)(O)[O-].[Na+].[Cl:15][CH2:16][C:17](Cl)=[O:18].O>C1(C)C=CC=CC=1>[Cl:15][CH2:16][C:17]([NH:9][CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[O:18]

참가 물질

6

반응물 4

HCID 962WaterHCID 1001PhenethylamineHCID 6577Chloroacetyl chlorideHCID 516892Sodium Bicarbonate

생성물 1

HCID 949212-Chloro-N-phenethyl-acetamide

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
2.5 °C

실험 절차

β-phenylethylamine (0.68 kg) was taken in dry toluene (4.42 L) and sodium bicarbonate (0.612 kg) was added at 30° C. and cooled to 0-5° C. Chloroacetyl chloride was slowly added under nitrogen blanket at 0-10° C., stirred and maintained for 2 hr. After completion of the reaction, water was added slowly and reaction mass was allowed to attain 33±2° C. and the layers were separated. To the aqueous layer toluene was added, stirred and two layers were separated. To the organic layer dil HCl solution (0.653 L DM water+0.272 L con HCl) was added, stirred and two layers were separated. To the organic layer again sodium bicarbonate solution (0.653 L DM water+0.068 kg sodium bicarbonate) was added, stirred and two layers were separated. Water was added to the organic layer, stirred and two layers were separated. From the organic layer toluene was distilled out, methanol was added, heated to 58° C., stirred. To the reaction mass water was added, temperature was maintained at 58° C., stirred for 1-1.5 hr, cool to 30±2° C. for 3 hrs under stirring. Stirring was continued for 3 hrs at 0-5° C. The reaction mass was filtered, washed with water and dried.

후처리

  1. temperaturemaintained for 2 hr
  2. additionwas added slowly
  3. customreaction mass
  4. customto attain 33±2° C.
  5. customthe layers were separated
  6. additionTo the aqueous layer toluene was added
  7. stirringstirred
  8. customtwo layers were separated
  9. additionTo the organic layer dil HCl solution (0.653 L DM water+0.272 L con HCl) was added
  10. stirringstirred
  11. customtwo layers were separated
  12. additionTo the organic layer again sodium bicarbonate solution (0.653 L DM water+0.068 kg sodium bicarbonate) was added
  13. stirringstirred
  14. customtwo layers were separated
  15. additionWater was added to the organic layer
  16. stirringstirred
  17. customtwo layers were separated
  18. distillationFrom the organic layer toluene was distilled out
  19. additionmethanol was added
  20. temperatureheated to 58° C.
  21. stirringstirred
  22. additionTo the reaction mass water was added
  23. temperaturetemperature was maintained at 58° C.
  24. stirringstirred for 1-1.5 hr
  25. temperaturecool to 30±2° C. for 3 hrs
  26. stirringunder stirring
  27. stirringStirring
  28. filtrationThe reaction mass was filtered
  29. washwashed with water
  30. customdried

출처 및 근거

ORD 기록
ord-e679903168824cefa7ae0698e3359e14
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08754215B2

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