Sodium Hydroxide → 5-Carboxyfuran-2-acetic acid

HRID 881870Notes

Reaction equation

HRID 881870 reaction equation
C[O:2][C:3]([C:5]1[O:6][C:7]([CH2:10][C:11]([O:13]C)=[O:12])=[CH:8][CH:9]=1)=[O:4].[OH-].[Na+]>CO>[C:11]([CH2:10][C:7]1[O:6][C:5]([C:3]([OH:4])=[O:2])=[CH:9][CH:8]=1)([OH:13])=[O:12]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14289552Methyl 5-(methoxycarbonyl)-2-furanacetate

Product 1

HCID 215206745-Carboxyfuran-2-acetic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 5-methoxycarbonylmethyl-furan-2-carboxylic acid methyl ester (250 mg, 1.26 mmol) in methanol (5 mL) is added 1N NaOH (2.78 mL, 2.78 mmol) and the mixture is stirred at room temperature for 18 hours. The solvent is removed under reduced pressure and 2.78 mL of 1N HCl is added to the residue. The resulting solution is lyophilized to give 5-carboxymethyl-furan-2-carboxylic acid.

Workup

  1. customThe solvent is removed under reduced pressure and 2.78 mL of 1N HCl
  2. additionis added to the residue

Sources & evidence

ORD record
ord-2c418d9872734b3b9f5e108553b972f3
Source dataset
uspto-grants-2015_03
Patent number
US08993631B2

Reaction notes

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