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Methanol → N-(2-methylphenyl)butanamide

HRID 1168003
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HRID 1168003 반응식
[NH2:1][C:2]1[C:3]([CH3:8])=[CH:4][CH:5]=[CH:6][CH:7]=1.[C:9](Cl)(=[O:13])[CH2:10][CH2:11][CH3:12].CO>C1(C)C=CC=CC=1>[CH3:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:1][C:9](=[O:13])[CH2:10][CH2:11][CH3:12]
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참가 물질

5

반응물 3

HCID 887MethanolHCID 7242O-ToluidineHCID 8855Butyryl chloride

생성물 1

HCID 221809N-(2-methylphenyl)butanamide수율 92%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
90 °C

실험 절차

1128.6 g of o-toluidine were initially charged in 500 ml of toluene and heated to 90° C. 134.3 g of butyryl chloride were added dropwise within 2 hours. After completed addition, the mixture was heated to reflux and stirring continued at this temperature until the end of gas formation. The mixture was cooled to 70° C., 12 ml of methanol were added and stirring was continued for an hour. To remove the methanol, the mixture was heated and 70 ml were distilled off. 300 ml of toluene were then distilled off and 400 ml of cyclohexane were added. The mixture was cooled to 10° C. and filtration gave 199.5 g (92% yield) of the product in 98% purity after drying.

후처리

  1. additionaddition
  2. temperaturethe mixture was heated
  3. temperatureto reflux
  4. temperatureThe mixture was cooled to 70° C.
  5. stirringstirring
  6. waitwas continued for an hour
  7. customTo remove the methanol
  8. temperaturethe mixture was heated
  9. distillation70 ml were distilled off
  10. distillation300 ml of toluene were then distilled off
  11. addition400 ml of cyclohexane were added
  12. temperatureThe mixture was cooled to 10° C.
  13. filtrationfiltration

출처 및 근거

ORD 기록
ord-e73b5b86e610472dba0d7db5bf73728e
출처 데이터셋
uspto-grants-2003_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06620962B2

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