Thionyl Chloride → 4-(3-Methylbutoxy)benzene-1-sulfonyl chloride

HRID 380580ノート

反応式

HRID 380580 の反応式
[CH:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([O-:18])(=O)=[O:16])=[CH:11][CH:10]=2)[CH2:5]CC[CH2:2]1.[Na+].S(Cl)([Cl:22])=O>CN(C)C=O>[CH3:2][CH:1]([CH3:5])[CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([Cl:22])(=[O:18])=[O:16])=[CH:11][CH:10]=1

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 23697515Sodium 4-(2-cyclopentylethoxy)benzenesulfonate

生成物 1

HCID 183240014-(3-Methylbutoxy)benzene-1-sulfonyl chloride

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide触媒

実験手順

A mixture of sodium 4(2-cyclopentylethoxy)-benzenesulfonate (2.5 grams, 8.6 mmole), thionyl chloride (15 mL), and a few drops of N,N-dimethylformamide was heated at reflux for 5 hours. After cooling, the excess thionyl chloride was evaporated and the residue was taken up in ethyl acetate. The solution was cooled in an ice bath and water was added. The organic phase was separated and washed with water and brine. After drying over sodium sulfate, the solvent was evaporated to afford the titled compound as an oil, 2.24 grams (90%).

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 5 hours
  3. temperatureAfter cooling
  4. customthe excess thionyl chloride was evaporated
  5. temperatureThe solution was cooled in an ice bath
  6. additionwater was added
  7. customThe organic phase was separated
  8. washwashed with water and brine
  9. dry with materialAfter drying over sodium sulfate
  10. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-7761effdde63479bb1fe6ea6e3301f77
出典データセット
uspto-grants-2001_10
特許番号
US06303636B1

反応ノート

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