3-Furancarboxylic acid, 2,5-dimethyl-, ethyl ester → 2,5-Dimethyl-3-furoic acid

HRID 2398651Notes

Reaction equation

HRID 2398651 reaction equation
[CH3:1][C:2]1[O:3][C:4]([CH3:12])=[CH:5][C:6]=1[C:7]([O:9]CC)=[O:8]>[OH-].[Na+]>[CH3:1][C:2]1[O:3][C:4]([CH3:12])=[CH:5][C:6]=1[C:7]([OH:9])=[O:8]

Participants

3

Reactant 1

HCID 1414573-Furancarboxylic acid, 2,5-dimethyl-, ethyl ester

Product 1

HCID 694652,5-Dimethyl-3-furoic acid

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

Saponification of 0.5 g of the ester was accomplished by refluxing 4 hours in 10 ml of 25% aqueous sodium hydroxide. Acidification precipitated the crude acid, which was recrystallized from water to give 2,5-dimethyl-3-furoic acid as white needles, mp 135.5°-136.0° C.

Workup

  1. customAcidification precipitated the crude acid, which
  2. customwas recrystallized from water

Sources & evidence

ORD record
ord-eb69334387004331b860963e2559e405
Source dataset
uspto-grants-1977_05
Patent number
US04025537

Reaction notes

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