Indole → 3-(1-benzyl-1,2,5,6-tetrahydropyridine-3-yl)-1H-indole

HRID 1070570Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1070570
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.O.Cl.[CH2:12]([N:19]1[CH2:24][CH2:23][CH2:22][C:21](=O)[CH2:20]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[OH-].[K+].C(O)(C)C>>[CH2:12]([N:19]1[CH2:24][CH2:23][CH:22]=[C:21]([C:3]2[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[NH:1][CH:2]=2)[CH2:20]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Komponenten

4

Edukt 3

HCID 798IndoleHCID 27608961-Benzylpiperidin-3-one hydrochloride hydrateHCID 23443544KOH isopropanol

Produkt 1

HCID 158138493-(1-benzyl-1,2,5,6-tetrahydropyridine-3-yl)-1H-indole

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of indole (2 g, 17 mmol) and 1-benzyl-piperidin-3-one hydrochloride hydrate (7.7 g, 34 mmol) and 2N KOH/isopropanol is heated at 80° C. for 14 hours, cooled to room temperature, poured over ice/water and extracted with ethyl acetate. The extracts are combined, washed with water, dried over Na2SO4 and concentrated in vacuo to afford the title product, identified by HPLC and mass spectral analyses.

Aufarbeitung

  1. temperaturecooled to room temperature
  2. extractionextracted with ethyl acetate
  3. washwashed with water
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-1429369d24bb42ff93c20fbdff60a8ba
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06903112B2

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