Reaktion #1851981

Reaktionsgleichung

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

Ausbeute 98.0%

Lösungsmittel

HCl

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction was heated
2. 2
   Temperaturunder reflux for 5 hr
3. 3
   TemperaturAfter the reaction cooled down
4. 4
   Temperaturwith chilling
5. 5
   TemperaturThe reaction solution was heated
6. 6
   Temperaturunder reflux for 30 minutes
7. 7
   ExtraktionThe reaction was extracted with CH2Cl2 (2×200 mL)
8. 8
   WaschenThe combined organic layers were washed with brine
9. 9
   Trocknendried over MgSO4
10. 10
    Einengenconcentrated

Vorschrift

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]+

Quelle