Water → 1-Bromo-4-iodo-2-(phenoxymethyl)benzene

HRID 1038350Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1038350
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:8][C:9]1[CH:14]=[CH:13][C:12]([I:15])=[CH:11][C:10]=1[CH2:16]Cl.[Na+].[I-].O>[OH-].[K+].CC(C)=O>[Br:8][C:9]1[CH:14]=[CH:13][C:12]([I:15])=[CH:11][C:10]=1[CH2:16][O:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 996PhenolHCID 5238Sodium IodideHCID 593463281-Bromo-2-(chloromethyl)-4-iodobenzene

Produkt 1

HCID 593463231-Bromo-4-iodo-2-(phenoxymethyl)benzene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 14797Potassium HydroxideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Phenol (13 g) dissolved in aqueous 4 M KOH solution (60 mL) is added to 4-bromo-3-chloromethyl-1-iodo-benzene (41.0 g) dissolved in acetone (50 mL). NaI (0.5 g) is added and the resulting mixture is stirred at 50° C. overnight. Then, water is added and the resulting mixture is extracted with ethyl acetate. The combined extracts are dried (Na2SO4) and the solvent is evaporated under reduced pressure. The residue is purified by chromatography on silica gel (cyclohexane/ethyl acetate 19:1).

Aufarbeitung

  1. extractionthe resulting mixture is extracted with ethyl acetate
  2. dry with materialThe combined extracts are dried (Na2SO4)
  3. customthe solvent is evaporated under reduced pressure
  4. customThe residue is purified by chromatography on silica gel (cyclohexane/ethyl acetate 19:1)

Quellen und Nachweise

ORD-Eintrag
ord-9036fc6a6da0426e91eb044c255eaa32
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08551957B2

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