Sodium Hydroxide → 5-Carboxyfuran-2-acetic acid

HRID 70906Notes

Reaction equation

HRID 70906 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-15b30afdc3dc43c9b08798a9a4833e4c
Source dataset
uspto-grants-2014_09
Patent number
US08822534B2

Reaction notes

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