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

HRID 1884829Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1884829
[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 (29, 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-e2f38010b453419d818fe02f353976e3
Quelldatensatz
uspto-grants-2004_07
Patentnummer
US06767912B2

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