HCID 23003686, Verbindung → 3-Ethyl-4-hydroxy-3-methylpiperidine

HRID 396313Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 396313
C([N:8]1[CH2:13][CH2:12][CH:11]([OH:14])[C:10]([CH2:16][CH3:17])([CH3:15])[CH2:9]1)C1C=CC=CC=1>CO.[H][H].[OH-].[Pd+2].[OH-]>[CH2:16]([C:10]1([CH3:15])[CH:11]([OH:14])[CH2:12][CH2:13][NH:8][CH2:9]1)[CH3:17]

Komponenten

5

Edukt 1

HCID 23003686HCID 23003686, Verbindung

Produkt 1

HCID 230037053-Ethyl-4-hydroxy-3-methylpiperidine

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 9942167Palladium hydroxideKatalysatorHCID 887MethanolLösungsmittelHCID 178418361HCID 178418361, VerbindungLösungsmittel

Versuchsvorschrift

A mixture of 1-benzyl-3-ethyl-4-hydroxy-3-methylpiperidine (1.1 g, 4.74 mmole) and 20% palladium hydroxide (0.4 g) in methanol (20 ml) was stirred at ambient temperature in hydrogen atmosphere (1 atm.) for 20 hr. Catalyst was filtered off, washed with methanol, filtrate was concentrated to dryness to give 3-ethyl-4-hydroxy-3-methylpiperidine as oil. Yield 0.6 g (90%), C8H17NO, m/z 144 (M+1), PMR (CDCl3): 0.7-1.06 (6H, m, 2×CH3), 1.24-2.0 (5H, m, CH2, H5, NH & OH, NH & OH D2O exchangeable), 2.3 (1H, m, H5), 2.62-3.18 (2H, m, H2), 3.3-3.8 (3H, m, H4 & H6).

Aufarbeitung

  1. filtrationCatalyst was filtered off
  2. washwashed with methanol, filtrate
  3. concentrationwas concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-87c86658eece415095692f2d42104be7
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06608078B2

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