Sulfuryl chloride → 4-Methoxy-2,3-dimethylbenzenesulfonyl chloride

HRID 1174522

반응식

HRID 1174522 반응식
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[O:9][CH3:10].[Cl:11][S:12](Cl)(=[O:14])=[O:13]>ClCCl>[CH3:8][C:7]1[C:2]([CH3:1])=[C:3]([O:9][CH3:10])[CH:4]=[CH:5][C:6]=1[S:12]([Cl:11])(=[O:14])=[O:13]

참가 물질

4

반응물 2

HCID 24648Sulfuryl chlorideHCID 762692,3-Dimethylanisole

생성물 1

HCID 206891514-Methoxy-2,3-dimethylbenzenesulfonyl chloride수율 94.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

2,3-Dimethylanisole (1 cm3, 7.23 mmol) was dissolved into dichloromethane (4 cm3) and cooled to 0° C. Chlorosulfonyl chloride (2 cm3, 30.0 mmol) was then added dropwise, over 10 min and once the addition was completed the mixture was allowed to warm to room temperature and stirred for a further 45 min. The reaction was then quenched by the slow addition of ice/water (50 cm3, CARE, exotherm) before further dichloromethane (30 cm3) and water (30 cm3) were added and the organic layer was collected. The aqueous layer was washed with dichloromethane (15 cm3) and then organic extracts were combined and washed with saturated aqueous sodium chloride solution (70 cm3) before being dried over sodium sulfate. The solvent was evaporated under reduced pressure to afford title compound (1.6 g, 6.82 mmol, 94% yield).

후처리

  1. additiononce the addition
  2. temperatureto warm to room temperature
  3. customThe reaction was then quenched by the slow addition of ice/water (50 cm3, CARE, exotherm) before further dichloromethane (30 cm3) and water (30 cm3)
  4. additionwere added
  5. customthe organic layer was collected
  6. washThe aqueous layer was washed with dichloromethane (15 cm3)
  7. washwashed with saturated aqueous sodium chloride solution (70 cm3)
  8. dry with materialbefore being dried over sodium sulfate
  9. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-1a5e44fa474642838b6f1af30a12104c
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07838518B2

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