Phosphorus pentachloride → (4-Nitrophenyl)methanesulfonyl chloride

HRID 1463326노트

반응식

HRID 1463326 반응식
[N+:1]([C:4]1[CH:14]=[CH:13][C:7]([CH2:8][S:9]([O-])(=[O:11])=[O:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].[Na+].P(Cl)(Cl)(Cl)(Cl)[Cl:17]>C1(C)C=CC=CC=1>[N+:1]([C:4]1[CH:14]=[CH:13][C:7]([CH2:8][S:9]([Cl:17])(=[O:11])=[O:10])=[CH:6][CH:5]=1)([O-:3])=[O:2]

참가 물질

4

반응물 2

HCID 24819Phosphorus pentachlorideHCID 5314401Sodium (4-nitrophenyl)methanesulfonate

생성물 1

HCID 2794642(4-Nitrophenyl)methanesulfonyl chloride수율 100%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a suspension of 28.3 g (118 mmol, 1.0 equiv.) of finely ground sodium 4-nitrobenzyl sulfonate in 250 mL of toluene was added 24.6 g (118 mmol, 1.0 equiv) of finely ground phosphorous pentachloride as the solid in portions. After addition the mixture was heated to reflux for one hour. The mixture was cooled, and volatile material was removed in vacuo. The residue was dissolved in 500 mL chloroform and 250 mL of water. The organic layer was separated, dried over anhydrous sodium sulfate, filtered and concentrated to give 27.8 g (100%) of 4-nitrobenzyl sulfonyl chloride, pure by 1H NMR.

후처리

  1. additionAfter addition the mixture
  2. temperaturewas heated
  3. temperatureto reflux for one hour
  4. temperatureThe mixture was cooled
  5. customvolatile material was removed in vacuo
  6. dissolutionThe residue was dissolved in 500 mL chloroform
  7. customThe organic layer was separated
  8. dry with materialdried over anhydrous sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8e4f742df77d490390280d1709699331
출처 데이터셋
uspto-grants-1994_04
특허 번호
US05300506

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