2-Methyl-4-(trifluoromethoxy)benzamide → 2-Methyl-4-(trifluoromethoxy)benzonitrile

HRID 842932노트

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HRID 842932 반응식
[CH3:1][C:2]1[CH:10]=[C:9]([O:11][C:12]([F:15])([F:14])[F:13])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=O>P(Cl)(Cl)(Cl)=O>[CH3:1][C:2]1[CH:10]=[C:9]([O:11][C:12]([F:13])([F:14])[F:15])[CH:8]=[CH:7][C:3]=1[C:4]#[N:6]

참가 물질

3

반응물 1

HCID 27755492-Methyl-4-(trifluoromethoxy)benzamide

생성물 1

HCID 27755552-Methyl-4-(trifluoromethoxy)benzonitrile수율 90%

시약·촉매·용매 1

HCID 24813Phosphorus oxychloride용매

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온도
85 °C

실험 절차

2-Methyl-4-trifluoromethoxy-benzamide 14 (2.0 g, 9.1 mmol) was taken up in phosphorus oxychloride (15 mL) and heated to 85° C. for 2 hrs. The excess phosphorus oxychloride was removed under reduced pressure and the resulting residue partitioned between sat. aqueous sodium bicarbonate and ether. The organic layer was dried (sodium sulfate) and concentrated. The residue was passed through silica gel using 25% ether/hexanes to remove trace impurities and yielded a colorless solid (90%). 1H NMR (400 MHz,CDCl3) δ7.65 (d, J=8.4 Hz. 1 H, Ar), 7.17 (s, 1 H, Ar), 7.13 (d, J=8.4 Hz, 1 H, Ar), 2.6 (s, 3 H, CH3).

후처리

  1. customThe excess phosphorus oxychloride was removed under reduced pressure
  2. customthe resulting residue partitioned between sat. aqueous sodium bicarbonate and ether
  3. dry with materialThe organic layer was dried (sodium sulfate)
  4. concentrationconcentrated
  5. customto remove trace impurities

출처 및 근거

ORD 기록
ord-f7b8a77f0f7344acaf7292443643d8ff
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06376530B1

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