Water → 2-Bromo-5-methoxybenzaldehyde

HRID 1182068Notes

Reaction equation

HRID 1182068 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH:6]=[O:7].[Br:11]Br.O>C(O)(=O)C>[Br:11][C:8]1[CH:9]=[CH:10][C:3]([O:2][CH3:1])=[CH:4][C:5]=1[CH:6]=[O:7]

Participants

5

Reactant 3

HCID 962WaterHCID 115693-MethoxybenzaldehydeHCID 24408Bromine

Product 1

HCID 3444802-Bromo-5-methoxybenzaldehydeYield 87%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

50 g of 3-methoxy-benzaldehyde is dissolved in 245 ml of acetic acid. At 0° C., 22 ml of bromine is added dropwise, followed by agitation at ambient temperature for 4 hours, then leaving overnight at ambient temperature. 300 ml of water is added to the solution and the expected product crystallizes. After filtration and washing with water and drying, 68 g of 2-bromo-5-methoxy-benzaldehyde, of molecular formula C8H7Br.O2 is obtained (M=114 g).

Workup

  1. customleaving overnight at ambient temperature
  2. customthe expected product crystallizes
  3. filtrationAfter filtration
  4. washwashing with water
  5. customdrying

Sources & evidence

ORD record
ord-0395253773c84039a250daf3da1e6549
Source dataset
uspto-grants-2007_10
Patent number
US07288549B2

Reaction notes

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