Reacción #1851982

ord-c01bd33413d94f91bfd886432926d2b3

Ecuación de reacción

CCOC(=O)N1CC[C@H]2[C@@H](C1)c1cccc3c1N2CCN3
ethyl (6bR,10aS)-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3′,4′:4,5]pyrrolo[1,2,3-de]quinoxaline-8(7H)-carboxylate
[K+].[OH-]
KOH
c1cc2c3c(c1)[C@@H]1CNCC[C@@H]1N3CCN2
title compound
Rendimiento 87.7%
c1cc2c3c(c1)[C@@H]1CNCC[C@@H]1N3CCN2
(6bR,10aS)-2,3,6b,7,8,9,10,10a-octahydro-1H-pyrido[3′,4′:4,5]pyrrolo[1,2,3-de]quinoxaline
Rendimiento 87.7%

Disolventes

Condiciones de reacción

Temperatura
199°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe solvent was removed under reduced pressure
  2. 2
    workup.ADDITIONTo the residue was added water (30 mL)
  3. 3
    Extracciónextracted with CH2Cl2 (3×50 mL)
  4. 4
    LavadoThe combined organic layers were washed with brine
  5. 5
    Secadodried over MgSO4
  6. 6
    Concentraciónconcentrated

Procedimiento

To ethyl (6bR,10aS)-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3′,4′:4,5]pyrrolo[1,2,3-de]quinoxaline-8(7H)-carboxylate (4.10 g, 14.3 mmol) was added n-butanol (18.0 mL) and KOH powder (3.0 g). The reaction was heated at 199° C. in a sealed tube for 18 hr. The solvent was removed under reduced pressure. To the residue was added water (30 mL) extracted with CH2Cl2 (3×50 mL). The combined organic layers were washed with brine, dried over MgSO4, and concentrated to afford the title compound as a pale yellow oil (2.70 g, 78%). MS-ESI: 216 [MH]+

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE039680E1uspto-grants-2007_06