Reaktion #347600

ord-303de2b4e5b74c199fda5bfbbc6f0fa2

Reagenzien

Keine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe resulting reaction mixture
  2. 2
    Sonstigethe cooling bath was removed
  3. 3
    workup.ADDITIONAfter 30 min. an aqueous solution of NH4OAc (25%) was added
  4. 4
    Sonstigethe THF evaporated
  5. 5
    workup.ADDITIONEther was added
  6. 6
    Waschenwashed successively with H2O, brine
  7. 7
    Trocknendried over MgSO4
  8. 8
    Sonstigeevaporated
  9. 9
    workup.DISTILLATIONThe residue was distilled under vacuum

Vorschrift

To a solution of thiazole (10 g, 0.12 mol) in dry THF (100 mL) at -78° C. was added BuLi (50 mL, 2.47M in hexane). The resulting reaction mixture was stirred 30 min. then ethyl propionate (18.8 mL, 0.16 mol) in THF was added and the cooling bath was removed. After 30 min. an aqueous solution of NH4OAc (25%) was added and the THF evaporated. Ether was added and washed successively with H2O, brine, dried over MgSO4 and evaporated. The residue was distilled under vacuum to give 12.1 g (73%) of the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05527827uspto-grants-1996_06