1-Benzyl-4-(1-indolyl)-piperidine → 1-(Piperidin-4-yl)-1H-indole

HRID 1077933Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1077933
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:16]=[CH:15]2)[CH2:10][CH2:9]1)C1C=CC=CC=1>[OH-].[OH-].[Pd+2].C(O)(=O)C>[N:14]1([CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15]1

Komponenten

4

Edukt 1

HCID 212222251-Benzyl-4-(1-indolyl)-piperidine

Produkt 1

HCID 140907551-(Piperidin-4-yl)-1H-indoleAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A glacial acetic acid (15 mL) solution containing Pd(OH)2 /C and 1-benzyl-4-(1-indolyl)-piperidine was placed under an H2 atmosphere. The reaction temperature was raised to 80° C. After 1 hour, the reaction was cooled to room temperature and filtered. The filtrate was made basic (pH 8-9) with saturated NaHCO3, and extracted with methylene chloride. The extract was washed with water, dried, and concentrated. This material was sufficiently pure for further reactions giving 1.09 g (80% yield) of the title compound.

Aufarbeitung

  1. temperaturethe reaction was cooled to room temperature
  2. filtrationfiltered
  3. extractionextracted with methylene chloride
  4. washThe extract was washed with water
  5. customdried
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-3ca1a08877b24b339fa209fc065331b5
Quelldatensatz
uspto-grants-1996_08
Patentnummer
US05545636

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