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Ethyl 5-ethyl-2-methylfuran-3-carboxylate → 5-Ethyl-2-methylfuran-3-carboxylic acid

HRID 2398653
Notes
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Reaction equation

HRID 2398653 reaction equation
[CH2:1]([C:3]1[O:7][C:6]([CH3:8])=[C:5]([C:9]([O:11]CC)=[O:10])[CH:4]=1)[CH3:2]>[OH-].[Na+]>[CH2:1]([C:3]1[O:7][C:6]([CH3:8])=[C:5]([C:9]([OH:11])=[O:10])[CH:4]=1)[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 12448862Ethyl 5-ethyl-2-methylfuran-3-carboxylate

Product 1

HCID 214334065-Ethyl-2-methylfuran-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

Saponification of 0.5 g of the ester was carried out by refluxing 4 hours in 10 ml of 25% aqueous sodium hydroxide. Acidification precipitated the crude acid, which was recrystallized from water to obtain 5-ethyl-2-methyl-3-furoic acid as white needles, mp 97°-99° C.

Workup

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

Sources & evidence

ORD record
ord-15ef1252020b4145924a8f2c09c718a7
Source dataset
uspto-grants-1977_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04025537

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes