Reacción #9984

ord-a08229d4402d4ef2a70f15be053e3cac

Disolventes

Condiciones de reacción

Temperatura
110°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturacooled to room temperature
  2. 2
    ExtracciónThe mixture was extracted with a solution of dichloromethane and isopropanol (4:1)
  3. 3
    LavadoThe organic layer was washed with water
  4. 4
    Secadodried over anhydrous magnesium sulfate
  5. 5
    Otrothe solvent was removed by distillation under reduced pressure

Procedimiento

(8aS)-6-Methoxycarbonyl-1,2,3,5,6,7,8,8a-octahydroindolizin-5,7-dione (183 mg (0.87 mmol), prepared as described in 2)) was dissolved in an aqueous solution of 10% acetic acid (2 ml). The resulting mixture was stirred at 110° C. for 30 minutes, and then cooled to room temperature. To the reaction mixture was added a saturated aqueous solution of sodium hydrogencarbonate and the mixture was made alkaline. The mixture was extracted with a solution of dichloromethane and isopropanol (4:1). The organic layer was washed with water, dried over anhydrous magnesium sulfate and the solvent was removed by distillation under reduced pressure, to give the title compound (117 mg) as a pale brown oil (yield 87%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07091352B2uspto-grants-2006_08