4-Bromo-2-fluorobenzaldehyde → 4-Bromo-2-methoxybenzaldehyde

HRID 338504

Reaktionsgleichung

Reaktionsgleichung von HRID 338504
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4](F)[CH:3]=1.[CH3:11][O-:12].[Na+]>CO>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4]([O:12][CH3:11])[CH:3]=1

Komponenten

4

Edukt 2

HCID 1435174-Bromo-2-fluorobenzaldehydeHCID 10942334Sodium Methoxide

Produkt 1

HCID 110530414-Bromo-2-methoxybenzaldehydeAusbeute 97,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

The mixture of 4-bromo-2-fluorobenzaldehyde (6.1 g, 0.03 mol) and sodium methoxide (1.78 g, 0.033 mol) in dry methanol (60 mL) was stirred at reflux for 16 hours. The methanol was evaporated. The residue was partitioned between DCM and water. The organic layers were dried over sodium sulfate, concentrated in vacuo to give a yellow solid, which was purified by silica gel chromatography (Petroleum ether/EtOAc=20:1 to 10:1) to give the title compound (6.3 g, 97%) as a light yellow solid.

Aufarbeitung

  1. temperatureat reflux for 16 hours
  2. customThe methanol was evaporated
  3. customThe residue was partitioned between DCM and water
  4. dry with materialThe organic layers were dried over sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customto give a yellow solid, which
  7. customwas purified by silica gel chromatography (Petroleum ether/EtOAc=20:1 to 10:1)

Quellen und Nachweise

ORD-Eintrag
ord-355bd356a8c4475d89d84dbd5e6720e9
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08889730B2

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