Sodium Hydroxide → 5-Carboxyfuran-2-acetic acid

HRID 2384090Notes

Reaction equation

HRID 2384090 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 hrs. 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 the product which is used as is in subsequent reactions.

Workup

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

Sources & evidence

ORD record
ord-6b4b0b5a0a614dc28d96d0bd94657e81
Source dataset
uspto-grants-2012_09
Patent number
US08263629B2

Reaction notes

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