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

HRID 1531230노트

반응식

HRID 1531230 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide촉매

실험 절차

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 title compound as an oil, 2.24 grams (90%).

후처리

  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

출처 및 근거

ORD 기록
ord-904772039f97453abe5bf1781e69f012
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06197810B1

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