Sulfuryl chloride → 4-(Benzyloxy)benzene-1-sulfonyl chloride

HRID 363048

Reaktionsgleichung

Reaktionsgleichung von HRID 363048
[S:1]([Cl:5])(Cl)(=[O:3])=[O:2].[C:6]1([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>CN(C=O)C>[CH2:13]([O:12][C:6]1[CH:11]=[CH:10][C:9]([S:1]([Cl:5])(=[O:3])=[O:2])=[CH:8][CH:7]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

4

Edukt 2

HCID 24648Sulfuryl chlorideHCID 70352Benzyl Phenyl Ether

Produkt 1

HCID 47383854-(Benzyloxy)benzene-1-sulfonyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a 0° C. solution of sulfonyl chloride (1.9 mL, 23.8 mmol) in 2 mL of DMF was added 4.0 g (21.7 mmol) of benzyl phenyl ether (24-1). The resulting solution was then heated at 100° C. for 2 h. The reaction mixture was then cooled and poured onto crushed ice. The aqueous layer was extracted with CH2Cl2 (x3). The combined organic extracts were dried (Na2SO4) and concentrated. Column chromatography (95:5 Hexane/EtOAc) and trituration (hexane) of the pure fractions afforded 24-2 as a pink solid.

Aufarbeitung

  1. temperatureThe reaction mixture was then cooled
  2. additionpoured
  3. customonto crushed ice
  4. extractionThe aqueous layer was extracted with CH2Cl2 (x3)
  5. dry with materialThe combined organic extracts were dried (Na2SO4)
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-c64f0a7157d94fdfb0a6656623c089b3
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05872138

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