Bromine → 5-Bromo-2-hydroxy-4-methoxybenzaldehyde

HRID 396593

Reaktionsgleichung

Reaktionsgleichung von HRID 396593
[OH:1][C:2]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[Br:12]Br>ClCCl.CCOC(C)=O>[Br:12][C:7]1[C:8]([O:10][CH3:11])=[CH:9][C:2]([OH:1])=[C:3]([CH:6]=1)[CH:4]=[O:5]

Komponenten

5

Edukt 2

HCID 24408BromineHCID 696002-Hydroxy-4-Methoxybenzaldehyde

Produkt 1

HCID 8181085-Bromo-2-hydroxy-4-methoxybenzaldehydeAusbeute 84,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Ex-62A: A solution of 2-hydroxy-4-methoxybenzaldehyde (3.03 g, 20 mmol) in 25 mL of dichloromethane was cooled to 0° C. and treated dropwise with a solution of bromine (3.41 g, 21 mmol) in 10 mL of dichloromethane. The reaction mixture was stirred at 0° C. for 1.5 hours. The solvent was removed by rotary evaporation to give a residue. The residue was taken up in EtOAc and washed with 3 portions of water. The organic layer was dried over MgSO4. The drying agent was removed by filtration, and solvent was removed by rotary evaporation to give 3.9 g of the desired 5-bromo-2-hydroxy-4-methoxybenzaldehyde as a solid, m.p. 111-115° C.

Aufarbeitung

  1. customThe solvent was removed by rotary evaporation
  2. customto give a residue
  3. washwashed with 3 portions of water
  4. dry with materialThe organic layer was dried over MgSO4
  5. customThe drying agent was removed by filtration, and solvent
  6. customwas removed by rotary evaporation

Quellen und Nachweise

ORD-Eintrag
ord-e385bc02cc6c425bae57c8d05128fab0
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06608101B1

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