Water → 4-Chloro-1-(2-thienylsulfonyl)benzene

HRID 1837949Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1837949
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.[OH:14]OS([O-])=O.[K+].[OH2:20]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)(=[O:14])=[O:20])=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 962Water2×HCID 27789892-[(4-Chlorophenyl)thio]thiopheneHCID 23707502Potassium hydroxy sulfite

Produkt 1

HCID 226776424-Chloro-1-(2-thienylsulfonyl)benzeneAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a 0° C. solution of 2-(4-chlorophenylthio)thiophene (0.49 g, 2.2 mmol) in MeOH (8 mL) was added a solution of Oxone® 3.98 g, 6.5 mmol) in water (8 mL). The resulting slurry was allowed to warm to room temperature, stirred for 4 h, then diluted with water and extracted with CH2Cl2. The organic layer was washed with water and a saturated NaCl solution, dried (Na2SO4) and concentrated under reduced pressure to give 4-chloro-1-(2-thienylsulfonyl)benzene (0.69 g, 100%) as a white solid: TLC (20% EtOAc/hex) Rf 0.36; 1H NMR (CDCl3) δ 7.09-7.12 (m, 1H), 7.47-7.52 (m, 2H), 7.66-7.71 (m, 2H), 7.90-7.95 (m, 2H).

Aufarbeitung

  1. extractionextracted with CH2Cl2
  2. washThe organic layer was washed with water
  3. dry with materiala saturated NaCl solution, dried (Na2SO4)
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ce8320e526c4456197f9bd7ca696f59d
Quelldatensatz
uspto-grants-2004_08
Patentnummer
US06784167B2

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