Реакция #595303

ord-a35ca9a1533c4bfa8b56a7f8e3bdef7b

Уравнение реакции

NC1(C(F)(F)F)CC1
1-(trifluoromethyl)cyclopropanamine
CCN(C(C)C)C(C)C
diisopropylethylamine
O=C1CCC(=O)O1
succinic anhydride
O=C(O)CCC(=O)NC1(C(F)(F)F)CC1
4-oxo-4-{[1-(trifluoromethyl)cyclopropyl]amino}butanoic acid

Растворители

Условия реакции

Температура
10°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.WAITto stand overnight at this temperature
  2. 2
    workup.STIRRINGAgain, stirring
  3. 3
    workup.WAITwas continued for 20 min at 80° C.
  4. 4
    Температураto cool to room temperature
  5. 5
    Концентрированиеthe solution was concentrated
  6. 6
    ПромывкаRepeatedly, the solution was washed alternately with ethyl acetate and with water
  7. 7
    ДругоеThe combined organic phases were dried
  8. 8
    Концентрированиеconcentrated

Методика

Slowly, 800.7 mg (4.96 mmol) of 1-(trifluoromethyl)cyclopropanamine and 0.85 ml (4.96 mmol) of diisopropylethylamine were added to a solution of 496 mg (4.96 mmol) of succinic anhydride in 10 ml of dioxane, with ice-cooling (10° C.). Stirring was continued for 20 min at room temperature, and the mixture was allowed to stand overnight at this temperature. Again, stirring was continued for 20 min at 80° C., the mixture was allowed to cool to room temperature, and the solution was concentrated. Repeatedly, the solution was washed alternately with ethyl acetate and with water. The combined organic phases were dried and concentrated. This gave 815.8 mg (73% of theory) of the desired compound.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09095140B2uspto-grants-2015_08