Methyl iodide → 2-Bromo-3-methoxybenzaldehyde

HRID 563725Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 563725
[Br:1][C:2]1[C:9]([OH:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[C:11](=O)([O-])[O-].[K+].[K+].IC>O.CCOC(C)=O>[Br:1][C:2]1[C:9]([O:10][CH3:11])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5]

Komponenten

6

Edukt 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 37146742-Bromo-3-hydroxybenzaldehyde

Produkt 1

HCID 118102632-Bromo-3-methoxybenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 2-bromo-3-hydroxybenzaldehyde (0.5 g, 2.4 mmol) was added potassium carbonate (0.77 g, 5.6 mmol), and the mixture was stirred for 5 minutes. Iodomethane (0.17 mL, 2.7 mmol) was added, and the reaction was stirred at room temperature for 2 hours. The mixture was diluted with H2O (30 mL) and EtOAc (30 mL), and the organic layer was washed with 1N aqueous NaOH, then brine, dried over Na2SO4, decanted, and concentrated. The residue was purified by silica gel chromatography (0-60% EtOAc in hexanes) to give the title compound.

Aufarbeitung

  1. stirringthe reaction was stirred at room temperature for 2 hours
  2. washthe organic layer was washed with 1N aqueous NaOH
  3. dry with materialbrine, dried over Na2SO4
  4. customdecanted
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel chromatography (0-60% EtOAc in hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-a60dda44db3b4cb3938d0fbe610aa3c7
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08067445B2

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