Reaktion #1380124

Reaktionsgleichung

H2O

NaOH

H2O

LiAlH4

5,6,8,9,10,11-hexahydro-4H, 12H-azepino[3′,4′:4,5]pyrrolo[3,2,1-ij]quinolin-12-one

→

5,6,9,10,11,12-hexahydro-4H,8H-azepino[3′,4′:4,5]pyrrolo[3,2,1-ij]quinoline

Ausbeute 95.4%

Lösungsmittel

1,4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was refluxed for 15 h
2. 2
   TemperaturThe reaction mixture was cooled in an ice bath
3. 3
   Filtrationthen filtered
4. 4
   EinengenThe filtrate was concentrated in vacuo
5. 5
   workup.DISSOLUTIONThe residue was dissolved in dilute AcOH
6. 6
   Waschenwashed with Et2O
7. 7
   SonstigeA white solid was precipitated
8. 8
   Filtrationfiltered

Vorschrift

To a suspension of LiAlH4 in 1,4-dioxane (26 mL) was added 5,6,8,9,10,11-hexahydro-4H, 12H-azepino[3′,4′:4,5]pyrrolo[3,2,1-ij]quinolin-12-one (300 mg, 1.25 mmol) under N2 at 20° C. The reaction mixture was refluxed for 15 h. The reaction mixture was cooled in an ice bath and added successively with H2O (0.3 mL), 15% NaOH (0.3 mL) and H2O (0.8 mL). The mixture was stirred for 1 h at 20° C. then filtered. The filtrate was concentrated in vacuo. The residue was dissolved in dilute AcOH and washed with Et2O. The aqueous solution was basified with 1N NaOH. A white solid was precipitated and filtered to yield 5,6,9,10,11,12-hexahydro-4H,8H-azepino[3′,4′:4,5]pyrrolo[3,2,1-ij]quinoline (270 mg, 95%).

Quelle