Reacción #1851981

Ecuación de reacción

NaOH

ethyl-(6bR,10aS)-2-oxo-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3′,4′:4,5]pyrrolo[1,2,3-de]quinoxaline-8(7H)-carboxylate

→

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

Rendimiento 98.0%

Disolventes

HCl

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction was heated
2. 2
   Temperaturaunder reflux for 5 hr
3. 3
   TemperaturaAfter the reaction cooled down
4. 4
   Temperaturawith chilling
5. 5
   TemperaturaThe reaction solution was heated
6. 6
   Temperaturaunder reflux for 30 minutes
7. 7
   ExtracciónThe reaction was extracted with CH2Cl2 (2×200 mL)
8. 8
   LavadoThe combined organic layers were washed with brine
9. 9
   Secadodried over MgSO4
10. 10
    Concentraciónconcentrated

Procedimiento

To ethyl-(6bR,10aS)-2-oxo-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3′,4′:4,5]pyrrolo[1,2,3-de]quinoxaline-8(7H)-carboxylate (4.41 g, 14.6 mmol) was added 1M BH3 THF complex solution (36.6 mL). The reaction was heated under reflux for 5 hr. After the reaction cooled down to r.t, 6N HCl ( 40 mL) was added dropwise with chilling. The reaction solution was heated under reflux for 30 minutes. After cooled down to r.t., 1N NaOH was added to adjust the pH to 8. The reaction was extracted with CH2Cl2 (2×200 mL). The combined organic layers were washed with brine, dried over MgSO4, and concentrated to afford 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, 98%). The product was used in next step without further purification. MS-APcI: 288 [MH]+

Fuente