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

HRID 1174522

反応式

HRID 1174522 の反応式
[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]

参加物

4

反応物 2

HCID 24648Sulfuryl chlorideHCID 762692,3-Dimethylanisole

生成物 1

HCID 206891514-Methoxy-2,3-dimethylbenzenesulfonyl chloride収率 94.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-1a5e44fa474642838b6f1af30a12104c
出典データセット
uspto-grants-2010_11
特許番号
US07838518B2

関連ノート

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