Reaktion #1169

ord-7b357d5bf4334f0fb405475a558ece52

Reaktionsgleichung

O=S(=O)(Cl)Cl
sulfuryl chloride
c1ccc(COc2ccccc2)cc1
benzyl phenyl ether
→
O=S(=O)(Cl)c1ccc(OCc2ccccc2)cc1
4-benzyloxybenzenesulfonyl chloride

Edukte

O=S(=O)(Cl)Cl
sulfuryl chloride
c1ccc(COc2ccccc2)cc1
benzyl phenyl ether

Reagenzien

Keine

Lösungsmittel

CN(C)C=O
DMF

Reaktionsbedingungen

Temperatur
90°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturcooled
  2. 2
    Extraktionextracted with brine and methylene chloride
  3. 3
    Trocknendried over MgSO4

Vorschrift

A 1.12 portion of anhydrous DMF is cooled to 0° C. and treated dropwise with 2.06 g of sulfuryl chloride. The resulting suspension is stirred for 30 min., then treated with 1.50 g of benzyl phenyl ether. The mixture is heated at 90° C. for 3 h, then cooled, extracted with brine and methylene chloride, and dried over MgSO4. Chormotography on silica gel (i-PrOH/hexanes) yields 4-benzyloxybenzenesulfonyl chloride.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723490uspto-grants-1998_03