Potassium Carbonate → 4-Benzyloxy-3-[2-(t-butoxycarbonylamino)ethoxy]benzonitrile

HRID 2187932Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2187932
Br[CH2:2][CH2:3][NH:4][C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8].[CH2:12]([O:19][C:20]1[CH:27]=[CH:26][C:23]([C:24]#[N:25])=[CH:22][C:21]=1[OH:28])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:12]([O:19][C:20]1[CH:27]=[CH:26][C:23]([C:24]#[N:25])=[CH:22][C:21]=1[O:28][CH2:2][CH2:3][NH:4][C:5]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:11])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 4103526tert-Butyl N-(2-bromoethyl)carbamateHCID 154534514-(Benzyloxy)-3-hydroxybenzonitrile

Produkt 1

HCID 226451464-Benzyloxy-3-[2-(t-butoxycarbonylamino)ethoxy]benzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

8.0 g (35.7 mmol) of t-butyl (2-bromoethyl)carbamate was dissolved in 20 ml of DMF. 4.0 g (17.7 mmol) of 4-benzyloxy-3-hydroxybenzonitrile and 7.4 g (41.3 mmol) of potassium carbonate were added to the obtained solution, and they were stirred at 100° C. for 3 hours. After the treatment with ethyl acetate as the extraction solvent in an ordinary manner, the solvent was evaporated, and the obtained residue was purified by the silica gel column chromatography to obtain the title compound.

Aufarbeitung

  1. customAfter the treatment with ethyl acetate as the extraction solvent in an ordinary manner, the solvent was evaporated
  2. customthe obtained residue was purified by the silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-b659d094475f4c28ab0c5251511c7406
Quelldatensatz
uspto-grants-2002_06
Patentnummer
US06410538B2

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