Hydrochloric Acid → 4-Formyl-3-methoxybenzoic acid

HRID 501812

Reaction equation

HRID 501812 reaction equation
[CH:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9]C)=[O:8])=[CH:5][C:4]=1[O:13][CH3:14])=[O:2].O.Cl>CO.[OH-].[Na+]>[CH:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]=1[O:13][CH3:14])=[O:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 10631650Methyl 4-formyl-3-methoxybenzoate

Product 1

HCID 189595314-Formyl-3-methoxybenzoic acidYield 93.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

1.72 g of methyl 4-formyl-3-methoxybenzoate was dissolved in 8.6 mL of methanol, to which 2.6 mL of a 20% aqueous solution of sodium hydroxide was added at room temperature, and this solution was stirred for one hour at the same temperature. The reaction mixture, to which water was added, was adjusted to pH 2 with 6M hydrochloric acid, and resultant precipitate was filtered out therefrom and washed with water to yield 1.49 g of 4-formyl-3-methoxybenzoic acid as light yellow solid.

Workup

  1. additionwas added at room temperature
  2. filtrationwas filtered out therefrom and
  3. washwashed with water

Sources & evidence

ORD record
ord-f300ada960e6404c8c73162ae3ae4977
Source dataset
uspto-grants-2010_08
Patent number
US07772285B2

Linked notes

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