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

HRID 842932ノート

反応式

HRID 842932 の反応式
[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]

参加物

3

反応物 1

HCID 27755492-Methyl-4-(trifluoromethoxy)benzamide

生成物 1

HCID 27755552-Methyl-4-(trifluoromethoxy)benzonitrile収率 90%

試薬・触媒・溶媒 1

HCID 24813Phosphorus oxychloride溶媒

反応条件

温度
85 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-f7b8a77f0f7344acaf7292443643d8ff
出典データセット
uspto-grants-2002_04
特許番号
US06376530B1

反応ノート

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