Toluene → Ethyl 4-chloro-3-nitrobenzoate

HRID 49805

反応式

HRID 49805 の反応式
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[C:14]1(C)C=CC=C[CH:15]=1>S(Cl)(Cl)=O>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH2:14][CH3:15])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

参加物

4

反応物 2

HCID 1140TolueneHCID 73204-Chloro-3-nitrobenzoic acid

生成物 1

HCID 1268247Ethyl 4-chloro-3-nitrobenzoate

試薬・触媒・溶媒 1

HCID 24386Thionyl Chloride溶媒

実験手順

4-chloro-3-nitrobenzoic acid (40.0 g, 0.2 mol) was refluxed in thionyl chloride (150 ml) for 6 hours. After cooling toluene (50 ml) was added and the mixture was evaporated to dryness. Abs. ethanol (500 ml) was added to the cooled residue, and the resulting mixture was refluxed overnight. The excess of ethanol was removed under reduced pressure and the product crystallized upon addition of aqueous sodium bicarbonate (1M). Yield: 42.5 g (93%).

後処理

  1. additionwas added
  2. customthe mixture was evaporated to dryness
  3. additionethanol (500 ml) was added to the cooled residue
  4. temperaturethe resulting mixture was refluxed overnight
  5. customThe excess of ethanol was removed under reduced pressure
  6. customthe product crystallized upon addition of aqueous sodium bicarbonate (1M)

出典と根拠

ORDレコード
ord-845d090488194370a30c5357d06afd4a
出典データセット
uspto-grants-2004_03
特許番号
US06710044B2

関連ノート

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