Potassium Carbonate → 1-Nitro-3-(3-bromo-phenoxymethyl)-benzene

HRID 607218

Reaktionsgleichung

Reaktionsgleichung von HRID 607218
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH2:7]Cl)([O-:3])=[O:2].[Br:12][C:13]1[CH:14]=[C:15]([OH:19])[CH:16]=[CH:17][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[N+:1]([C:4]1[CH:11]=[CH:10][CH:9]=[C:6]([CH2:7][O:19][C:15]2[CH:16]=[CH:17][CH:18]=[C:13]([Br:12])[CH:14]=2)[CH:5]=1)([O-:3])=[O:2]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 115633-BromophenolHCID 12078alpha-Chloro-m-nitrotoluene

Produkt 1

HCID 283695411-Nitro-3-(3-bromo-phenoxymethyl)-benzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of 3-nitrobenzyl chloride (1.0 g, 5.83 mmol), 3-bromophenol (1.01 g, 5.83 mmol) and potassium carbonate (806 mg, 5.83 mmol) in acetone (25 mL) was heated to reflux for 23 hours. After cooling the solid was filtered off and the filtrate was concentrated under vacuum to a yellow residue which was dissolved in ethyl acetate (50 mL) and washed with 1N aqueous sodium hydroxide solution (25 mL) and water (25 mL) then dried and concentrated under vacuum to the title compound as a white solid (1.64 g, 91%).

Aufarbeitung

  1. temperatureto reflux for 23 hours
  2. temperatureAfter cooling the solid
  3. filtrationwas filtered off
  4. concentrationthe filtrate was concentrated under vacuum to a yellow residue which
  5. dissolutionwas dissolved in ethyl acetate (50 mL)
  6. washwashed with 1N aqueous sodium hydroxide solution (25 mL) and water (25 mL)
  7. customthen dried
  8. concentrationconcentrated under vacuum to the title compound as a white solid (1.64 g, 91%)

Quellen und Nachweise

ORD-Eintrag
ord-6fe3cbac73b641a0bd7308394b078e25
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07915411B2

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