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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 73820Generated: October 25, 2026

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

https://huagongshe.com/reaction/73820

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 heated under reflux for 3 hours. After ether was added to the reaction solution to wash it, the aqueous layer was neutralized by concentrated hydrochloric acid, and the mixture was extracted with ethyl acetate. After the obtained organic layer was washed with saturated brine, 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 numberUS08829209B2
Source datasetuspto-grants-2014_09
ORD IDord-f4f0f6771a404cb6836a508e35547aa9
Source noteuspto-grants-2014_09