Acetyl chloride → n-Acetyl-4-(2-tert-butoxycarbonylaminoethyl)-piperidine

HRID 744852

Reaktionsgleichung

Reaktionsgleichung von HRID 744852
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[C:24](Cl)(=[O:26])[CH3:25]>ClCCl>[C:24]([N:14]1[CH2:13][CH2:12][CH:11]([CH2:10][CH2:9][NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH2:16][CH2:15]1)(=[O:26])[CH3:25]

Komponenten

5

Edukt 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 15018494-(2-Aminoethyl)piperidine, 4-BOC protected

Produkt 1

HCID 21458620n-Acetyl-4-(2-tert-butoxycarbonylaminoethyl)-piperidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

0.5 g of 4-(2-tert-butoxycarbonylaminoethyl)-piperidine and 0.61 ml of triethylamine are dissolved in 5 ml of dichloromethane and, at 0° C., 0.22 ml of acetyl chloride is added. The reaction mixture is stirred at room temperature for 7 hours and then washed with water. The organic phase is concentrated by evaporation and purified by FC (10 g of silica gel, ethyl acetate/methanol=9:1). The title compound is obtained: Re (ethyl acetate/methanol=9:1)=0.39.

Aufarbeitung

  1. washwashed with water
  2. concentrationThe organic phase is concentrated by evaporation
  3. custompurified by FC (10 g of silica gel, ethyl acetate/methanol=9:1)

Quellen und Nachweise

ORD-Eintrag
ord-db15b49b0f924b7f8b54a4f3523d0cb5
Quelldatensatz
uspto-grants-1996_09
Patentnummer
US05559111

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