Potassium Hydroxide → 4-(Ethoxycarbonyl)furan-3-carboxylic acid
Reaction equation
C([O:3][C:4]([C:6]1[C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:9][O:8][CH:7]=1)=[O:5])C.[OH-].[K+]>C(O)C>[CH2:14]([O:13][C:11]([C:10]1[C:6]([C:4]([OH:5])=[O:3])=[CH:7][O:8][CH:9]=1)=[O:12])[CH3:15]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 235 gm of furan-3,4-dicarboxylic acid diethyl ester and 62.1 gm of potassium hydroxide in 800 ml of 60% ethanol was stirred for 2 hours at room temperature, and then the solvent was distilled off in vacuo. The residue was acidified by carefully adding an aqueous KHSO4 solution dropwise thereto, while stirring, and the monoester was extracted with methylene chloride and crystallized from ethyl acetate/petroleum ether.
Workup
- distillationthe solvent was distilled off in vacuo
- additionby carefully adding an aqueous KHSO4 solution dropwise
- extractionthe monoester was extracted with methylene chloride
- customcrystallized from ethyl acetate/petroleum ether
Sources & evidence
- ORD record
- ord-e5ac6c5600514fe0afecdff490d05b55
- Source dataset
- uspto-grants-1984_06
- Patent number
- US04452789
Reaction notes
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