Toluene → Ethyl 4-chloro-3-nitrobenzoate

HRID 49805

반응식

HRID 49805 반응식
[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]

참가 물질

4

반응물 2

HCID 1140TolueneHCID 73204-Chloro-3-nitrobenzoic acid

생성물 1

HCID 1268247Ethyl 4-chloro-3-nitrobenzoate

시약·촉매·용매 1

HCID 24386Thionyl Chloride용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-845d090488194370a30c5357d06afd4a
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06710044B2

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