Phosphorus oxychloride → Ethyl 4-(chlorosulfonyl)benzoate

HRID 1796442

반응식

HRID 1796442 반응식
[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([S:12]([O-:15])(=O)=[O:13])=[CH:8][CH:7]=1)=[O:5])[CH3:2].[K+].O=P(Cl)(Cl)[Cl:19]>C(#N)C.S1(CCCC1)(=O)=O>[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([S:12]([Cl:19])(=[O:15])=[O:13])=[CH:8][CH:7]=1)=[O:5])[CH3:2]

참가 물질

5

반응물 2

HCID 24813Phosphorus oxychlorideHCID 23668296Potassium 4-ethoxycarbonylbenzenesulfonate

생성물 1

HCID 3667622Ethyl 4-(chlorosulfonyl)benzoate

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 31347Sulfolane용매

반응 조건

온도
75 °C

실험 절차

A round bottom flask, fitted with a magnetic stir bar and a hose adapter connected to a source of nitrogen gas, was charged with a solution of potassium 4-ethoxycarbonylbenzenesulfonate (75.1 g) dissolved in a 3:1 (v/v) mixture of acetonitrile (300 mL) and sulfolane (100 mL). As the solution was stirred, POCl3 (55 mL) was added slowly and the stirring mixture was heated at 75° C. under a nitrogen atmosphere for 3 hours. The heterogeneous reaction mixture was allowed to cool to room temperature and was then concentrated using a rotary evaporator. The flask was then cooled in an ice bath and ice was added to the mixture in the flask. The product crystallized as a white solid and was filtered and washed with cold deionized water. The product was dried under vacuum at room temperature and 3 mmHg for 2 hours to afford 76 g of white solid.

후처리

  1. customA round bottom flask, fitted with a magnetic stir bar and a hose adapter
  2. temperatureto cool to room temperature
  3. concentrationwas then concentrated
  4. customa rotary evaporator
  5. temperatureThe flask was then cooled in an ice bath
  6. additionice was added to the mixture in the flask
  7. customThe product crystallized as a white solid
  8. filtrationwas filtered
  9. washwashed
  10. customThe product was dried under vacuum at room temperature

출처 및 근거

ORD 기록
ord-0ea5ec15f4c546ba84404ce22c88a77c
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07030169B2

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