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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851798Generated: October 25, 2026

Diethyl Ether → 1-[(3-Furanylcarbonyl)amino]cyclohexanecarboxylic acid

https://huagongshe.com/reaction/1851798

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium HydroxideHCID 14798—
Reactant1-[(3-Furanylcarbonyl)amino]cyclohexanecarboxylic acid methyl esterHCID 32474010—
SolventTetrahydrofuranHCID 8028—
Product1-[(3-Furanylcarbonyl)amino]cyclohexanecarboxylic acidHCID 2469634197%

Reaction Steps

450 ml of 2N aqueous sodium hydroxide solution was added to a solution of 75.4 g (300 mmol) of 1-[(3-furanylcarbonyl)amino]cyclohexanecarboxylic acid methyl ester in 450 ml of tetrahydrofuran, and the mixture was refluxed under heating for 3 hours. After ether was added to the reaction solution to wash, the aqueous layer was neutralized by concentrated hydrochloric acid and extracted with ethyl acetate. After the obtained organic layer was washed with saturated brine and it was dried with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 68.8 g (97%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957205B2
Source datasetuspto-grants-2015_02
ORD IDord-4f8cfb9c02ef49ddb47b99d463adf7d6
Source noteuspto-grants-2015_02