Phosphorus oxychloride → 3-Ethoxy-4-methoxybenzonitrile

HRID 1934725

反応式

HRID 1934725 の反応式
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[O:13][CH3:14])[C:7]([NH2:9])=O)[CH3:2].P(Cl)(Cl)(Cl)=O>N1C=CC=CC=1>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[O:13][CH3:14])[C:7]#[N:9])[CH3:2]

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 50051063-Ethoxy-4-methoxybenzamide

生成物 1

HCID 39347693-Ethoxy-4-methoxybenzonitrile収率 94.5%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a solution of 3-ethoxy-4-methoxybenzamide (3.30 g) in pyridine (33 mL) was added phosphorus oxychloride (1.73 mL) under ice-water cooling, and the mixture was stirred for 2 hours at ambient temperature. After evaporation of the solvent, the residue was partitioned between ethyl acetate and water under ice-water cooling. The separated organic layer was washed with 1N-hydrochloric acid, water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by a silica gel column chromatography eluting with a mixture of hexane and ethyl acetate (5:1 to 4:1) to give 3-ethoxy-4-methoxybenzonitrile as colorless powders (2.83 g).

後処理

  1. customAfter evaporation of the solvent
  2. customthe residue was partitioned between ethyl acetate and water under ice-water cooling
  3. washThe separated organic layer was washed with 1N-hydrochloric acid, water and brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residue was purified by a silica gel column chromatography
  7. washeluting with a mixture of hexane and ethyl acetate (5:1 to 4:1)

出典と根拠

ORDレコード
ord-63c688fd1ad0413283b1898f3a43d50c
出典データセット
uspto-grants-2002_05
特許番号
US06384080B1

関連ノート

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