Reaktion #328741

ord-d4c023be3a88447cba0dadf38f9eed83

Reaktionsgleichung

CC(C)(C)OC(=O)N1CCC(=O)C1
tert-butyl 3-oxopyrrolidine-1-carboxylate
COC(OC)N(C)C
DMF-DMA
CN(C)/C=C1/CN(C(=O)OC(C)(C)C)CC1=O
tert-Butyl (3Z)-3-[(dimethylamino)methylene]-4-oxopyrrolidine-1-carboxylate

Reaktionsbedingungen

Temperatur
105°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe solution was cooled
  2. 2
    Sonstigeevaporated under reduced pressure
  3. 3
    workup.ADDITIONthe resulting orange solid was treated with hexane (200 mL)
  4. 4
    Temperaturcooled in the refrigerator over the weekend
  5. 5
    FiltrationThe resulting brownish-yellow solid was collected by filtration
  6. 6
    Sonstigedried
  7. 7
    Sonstigeused in the next setp without further purification

Vorschrift

A solution of tert-butyl 3-oxopyrrolidine-1-carboxylate (40 g, 216 mmol) was treated with DMF-DMA (267 g, 2241 mmol) and heated at 105° C. for 40 min. The solution was cooled and evaporated under reduced pressure and the resulting orange solid was treated with hexane (200 mL) and cooled in the refrigerator over the weekend. The resulting brownish-yellow solid was collected by filtration, dried and used in the next setp without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08653059B2uspto-grants-2014_02