Hydrogen chloride-ethyl acetate → Tert-butyl 4-[2-(piperidin-4-yl)ethyl]piperidine-1-carboxylate hydrochloride

HRID 2074339Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2074339
[ClH:1].CCOC(C)=O.[N:8]1[CH:13]=[CH:12][C:11](/[CH:14]=[CH:15]/[CH:16]2[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]2)=[CH:10][CH:9]=1.[H][H]>[Pt]=O.C(O)C>[ClH:1].[NH:8]1[CH2:9][CH2:10][CH:11]([CH2:14][CH2:15][CH:16]2[CH2:17][CH2:18][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:20][CH2:21]2)[CH2:12][CH2:13]1

Komponenten

6

Edukt 3

HCID 21866389Hydrogen chloride-ethyl acetateHCID 57450068tert-butyl 4-[(E)-2-pyridin-4-ylvinyl]piperidine-1-carboxylateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 57421848Tert-butyl 4-[2-(piperidin-4-yl)ethyl]piperidine-1-carboxylate hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 82844Platinum oxide (PtO)KatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A 4 M hydrogen chloride/EtOAc solution (0.88 ml) and platinum oxide (100 mg) were added to an ethanol (25 ml) solution of tert-butyl 4-[(E)-2-pyridin-4-ylvinyl]piperidine-1-carboxylate (1.02 g), followed by stirring in the presence of hydrogen (3.5 atm) for 24 hours. This was purged with argon, diluted with methanol, filtered through Celite, and concentrated under reduced pressure. The solid precipitated was washed with EtOAc/hexane, and dried under reduced pressure to obtain tert-butyl 4-(2-piperidin-4-ylethyl)piperidine-1-carboxylate hydrochloride (850 mg) as a white solid.

Aufarbeitung

  1. customThis was purged with argon
  2. additiondiluted with methanol
  3. filtrationfiltered through Celite
  4. concentrationconcentrated under reduced pressure
  5. customThe solid precipitated
  6. washwas washed with EtOAc/hexane
  7. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d9f242b156a54f4199e95d3dd104d207
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07919495B2

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