Reaktion #595347

ord-73aa8356cf0b45e293dc9bff575be878

Reaktionsgleichung

OCc1ncoc1-c1ccc(Cl)cc1
compound
OCc1ncoc1-c1ccc(Cl)cc1
[5-(4-Chlorophenyl)-1,3-oxazol-4-yl]methanol
O=S(Cl)Cl
thionyl chloride
ClCc1ncoc1-c1ccc(Cl)cc1
4-(Chloromethyl)-5-(4-chlorophenyl)-1,3-oxazole

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeexcess thionyl chloride is then removed under reduced pressure
  2. 2
    Waschenwashed once with 2 ml of sat. aqueous sodium bicarbonate solution
  3. 3
    TrocknenThe organic phase is dried over magnesium sulfate
  4. 4
    Sonstigethe solvent is removed on a rotary evaporator
  5. 5
    SonstigeThe product obtained
  6. 6
    Sonstigeis used without further purification in the subsequent reactions

Vorschrift

269 mg (0.77 mmol) of the compound from Example 38A are initially charged in 0.43 ml (5.85 mmol) of thionyl chloride. The reaction mixture is stirred at RT for 12 h, and excess thionyl chloride is then removed under reduced pressure. The residue is taken up in 5 ml of ethyl acetate and washed once with 2 ml of sat. aqueous sodium bicarbonate solution. The organic phase is dried over magnesium sulfate and the solvent is removed on a rotary evaporator. The product obtained is used without further purification in the subsequent reactions.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09095582B2uspto-grants-2015_08