Phosphorus pentachloride → (4-Nitrophenyl)methanesulfonyl chloride

HRID 1463326ノート

反応式

HRID 1463326 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 2794642(4-Nitrophenyl)methanesulfonyl chloride収率 100%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8e4f742df77d490390280d1709699331
出典データセット
uspto-grants-1994_04
特許番号
US05300506

反応ノート

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