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

HRID 883970Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 883970
[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-66b0cb8a4f3b4e9786205d036dcc245f
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08236950B2

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