Sodium Carbonate → 4-formylnaphthalene-1-carboxylic Acid

HRID 1166739Notes

Reaction equation

HRID 1166739 reaction equation
[CH:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]([O:15]C)=[O:14])=[CH:5][CH:4]=1)=[O:2].C([O-])([O-])=O.[Na+].[Na+]>O>[CH:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]([OH:15])=[O:14])=[CH:5][CH:4]=1)=[O:2]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 103308541-Naphthalenecarboxylic acid, 4-formyl-, methyl ester

Product 1

HCID 108996344-formylnaphthalene-1-carboxylic AcidYield 87%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of the methyl 4-formylnaphthoate above (2.3 g, 1 mmol) and Na2CO3 (1.25 g, 12 mmol) in water (30 mL) was heated in a water bath for approximately 2 hr until a clear solution was obtained. The solution was cooled and filtered. The filtrate was acidified with conc. HCl to give a yellow precipitate. The solids were collected and dried over night to give the desired product (1.86 g, 87%).

Workup

  1. temperaturewas heated in a water bath for approximately 2 hr until a clear solution
  2. customwas obtained
  3. temperatureThe solution was cooled
  4. filtrationfiltered
  5. customto give a yellow precipitate
  6. customThe solids were collected
  7. customdried over night

Sources & evidence

ORD record
ord-22c09f6d171b47e69b740c7145d15996
Source dataset
uspto-grants-2003_09
Patent number
US06613942B1

Reaction notes

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