Reaktion #84134

Reaktionsgleichung

lithium aluminum hydride

9-methyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carbaldehyde

→

title compound

Ausbeute 93.8%

2,9-dimethyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole

Ausbeute 93.8%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe progress of reaction
2. 2
   SonstigeThe reaction mixture was quenched with saturated sodium aqueous sulfate solution at 0° C.
3. 3
   Filtrationfiltered
4. 4
   TrocknenThe filtrate was dried over anhydrous sodium sulfate
5. 5
   Sonstigeevaporated to dryness

Vorschrift

To a stirred suspension of lithium aluminum hydride (2 g, 52.63 mmol) in dry THF (150 mL) was added portionwise 9-methyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carbaldehyde (5.9 g, 25.87 mmol) and the reaction mixture stirred at 55° C. for 2 h. The progress of reaction was monitored by TLC. The reaction mixture was quenched with saturated sodium aqueous sulfate solution at 0° C. and then filtered. The filtrate was dried over anhydrous sodium sulfate and evaporated to dryness to afford the title compound (5.2 g). 1H NMR (DMSO) δ (ppm): 7.12-7.05 (m, 2H), 6.80-6.6.76 (d, 1H), 3.65 (s, 2H), 2.90-2.80 (m, 4H), 2.34 (s, 3H), 2.26 (s, 3H), 1.80-1.72 (m, 2H).

Quelle