Hydrochloric Acid → 4-bromo-3-formylbenzoic acid

HRID 2100382Notes

Reaction equation

HRID 2100382 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[CH:11](Br)Br.Cl.C(=O)([O-])[O-:16].[Na+].[Na+]>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[CH:11]=[O:16]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 18006163HCID 18006163, compound

Product 1

HCID 533933864-bromo-3-formylbenzoic acid

Conditions

Temperature
70 °C

Procedure

4-Bromo-3-(dibromomethyl)benzoic acid (3.7 g) was added to a solution of aqueous sodium carbonate (16 g in 100 ml) and the mixture heated at 70° C. for 12 hrs. The pH of the cooled reaction was adjusted to pH5 using hydrochloric acid (2N) and the mixture extracted with ethyl acetate, to give, after evaporation of the solvent in vacuo, 4-bromo-3-formylbenzoic acid.

Workup

  1. customThe pH of the cooled reaction
  2. extractionthe mixture extracted with ethyl acetate
  3. customto give
  4. customafter evaporation of the solvent in vacuo, 4-bromo-3-formylbenzoic acid

Sources & evidence

ORD record
ord-3195a70cf29a48028a4cf43d5223b4f1
Source dataset
uspto-grants-2009_08
Patent number
US07572790B2

Reaction notes

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