Reaktion #66213

Reaktionsgleichung

diethyl 1,2,3,6-tetrahydroazepino[4,5-b]indole-2,5-dicarboxylate

LiOH

→

title compound

Ausbeute 68.4%

1,2,3,6-Tetrahydroazepino[4,5-b]Indole-2,5-Dicarboxylic Acid 5-Ethyl Ester

Ausbeute 68.4%

Lösungsmittel

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeSolvent was removed
2. 2
   workup.DISSOLUTIONthe crude was dissolved in water (50 mL)
3. 3
   ExtraktionThe aqueous solution was then extracted with EtOAc (3×30 mL)
4. 4
   Filtrationwere collected by filtration
5. 5
   Waschenwashed with water and EtOAc
6. 6
   Sonstigedried under high vacuum

Vorschrift

To a suspension of diethyl 1,2,3,6-tetrahydroazepino[4,5-b]indole-2,5-dicarboxylate (0.48 g, 1.46 mmol) in MeOH (6 mL) was added 4 N aqueous LiOH (1 mL) and the suspension was stirred for 2 hours at 20° C. Solvent was removed and the crude was dissolved in water (50 mL). The aqueous solution was then extracted with EtOAc (3×30 mL) and acidified with HOAc. Precipitate appeared and were collected by filtration and washed with water and EtOAc, then dried under high vacuum to give the title compound (300 mg); 1H-NMR (MeOH-d4): δ 8.06 (1H, s), 7.54 (1H, dd), 7.44 (1H, dd), 7.12 (2H, m), 4.43 (3H, m), 3.61 (1H, d), 3.41 (1H, m), 1.49 (3H, t); MS (ES): 301 (MH+).

Quelle