Dihydrobenzofuran → 2,3-Dihydrobenzofuran-5-sulfonyl Chloride

HRID 742022Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 742022
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:3][CH2:2]1.[Cl:10][S:11](O)(=[O:13])=[O:12]>>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([S:11]([Cl:10])(=[O:13])=[O:12])=[CH:9][C:4]=2[CH2:3][CH2:2]1

Komponenten

3

Edukt 2

HCID 10329DihydrobenzofuranHCID 24638Chlorosulfonic acid

Produkt 1

HCID 27761542,3-Dihydrobenzofuran-5-sulfonyl ChlorideAusbeute 30,2 %

Versuchsvorschrift

2,3-dihydrobenzofuran (6.0 g, 49.94 mmol) is added over 20 minutes to chlorosulfonic acid (29.09 g, 249.69 mmol) at -20° C. The reaction mixture is quenched by addition of ice followed by water (20 mL). The mixture is then extracted with ethyl acetate. The combined organic estracts are washed with brine, dried (Na2SO4), and the solvent is evaporated. The crude product is purified by silica gel chromatography (30% ethyl acetate/hexane) to give 2,3-dihydrobenzofuran-5-sulfonyl chloride (3.3 g).

Aufarbeitung

  1. customThe reaction mixture is quenched by addition of ice
  2. extractionThe mixture is then extracted with ethyl acetate
  3. washThe combined organic estracts are washed with brine
  4. dry with materialdried (Na2SO4)
  5. customthe solvent is evaporated
  6. customThe crude product is purified by silica gel chromatography (30% ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-791bfdc9026443c3bb0734310040e98f
Quelldatensatz
uspto-grants-1996_09
Patentnummer
US05552419

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