Methyl iodide → 2-Bromo-3-methoxybenzaldehyde

HRID 1810485Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1810485
[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-d85383ad4d284a1dafd7e6d8f454980a
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08362044B2

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