4-Fluorophenol → (2-(4-Fluorophenoxy)-ethyl)-carbamic acid tert-butyl ester

HRID 12400

Reaktionsgleichung

Reaktionsgleichung von HRID 12400
Br[CH2:2][CH2:3][NH:4][C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8].[F:12][C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[F:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:2][CH2:3][NH:4][C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[CH:15][CH:14]=1

Komponenten

5

Edukt 3

HCID 97324-FluorophenolHCID 11430Potassium CarbonateHCID 4103526tert-Butyl N-(2-bromoethyl)carbamate

Produkt 1

HCID 23134036(2-(4-Fluorophenoxy)-ethyl)-carbamic acid tert-butyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

To the crude product (700 mg) of t-butyl 2-bromoethylcarbamate obtained in Step 1 were added 4-fluorophenol (875 mg), potassium carbonate (1.08 g) and DMF (7 ml), and the mixture was stirred overnight at 90° C. The solvent was evaporated, and the mixture was diluted with ethyl acetate. After washing with water, the organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated. The obtained crude product was purified by silica gel chromatography (ethyl acetate-hexane) to give t-butyl 2-(4-fluorophenoxy)ethylcarbamate (390 mg).

Aufarbeitung

  1. customThe solvent was evaporated
  2. additionthe mixture was diluted with ethyl acetate
  3. washAfter washing with water
  4. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  5. customthe solvent was evaporated
  6. customThe obtained crude product
  7. customwas purified by silica gel chromatography (ethyl acetate-hexane)

Quellen und Nachweise

ORD-Eintrag
ord-1f2d8b6dfd7647258a6c9672414d151f
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728005B2

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