Methyl iodide → 1-Bromo-3-methoxy-5-methylbenzene

HRID 530424

Reaktionsgleichung

Reaktionsgleichung von HRID 530424
[Br:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([CH3:8])[CH:7]=1.[C:10]([O-])([O-])=O.[K+].[K+].CI>CC(C)=O>[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([O:9][CH3:10])[CH:3]=1

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 126484093-Bromo-5-methylphenol

Produkt 1

HCID 106795541-Bromo-3-methoxy-5-methylbenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

To a mixture of 3-bromo-5-methyl-phenol (185 g; 0.940 mol) and K2CO3 (437 g, 3.17 mol) in acetone (2 L) is added MeI (424 g, 2.99 mol). The mixture is stirred at 40° C. for 16 h. The mixture is cooled to ambient temperature, filtered, and concentrated under reduced pressure. After filtration, the mixture is purified by flash silica gel chromatography to afford 1-Bromo-3-methoxy-5-methyl-benzene, D-4-1 (189 g, quant. yield) as a light yellow oil.

Aufarbeitung

  1. temperatureThe mixture is cooled to ambient temperature
  2. filtrationfiltered
  3. concentrationconcentrated under reduced pressure
  4. filtrationAfter filtration
  5. customthe mixture is purified by flash silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-f1abf1cb0fbf45569dbaa2de7aab9ac4
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09353090B2

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