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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 440572Generated: October 25, 2026

Hydrochloric Acid → Cyclopentanecarboxylic acid, 1-methyl-2-oxo-, methyl ester

https://huagongshe.com/reaction/440572

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
ReactantCyclopentanecarboxylic acid, 2-oxo-, methyl esterHCID 66328—
ReactantHCID 178418361HCID 178418361—
ProductCyclopentanecarboxylic acid, 1-methyl-2-oxo-, methyl esterHCID 121785—

Reaction Steps

2.52 g of sodium hydride (60% oily sodium hydride washed with anhydrous benzene) was added to 50 ml of anhydrous dimethylformamide under nitrogen atmosphere while stirring. 14.2 g of 2-methoxycarbonylcylopentanone was added to the mixture, followed by stirring at room temperature until generation of hydrogen was terminated. Next, 15 g of methyl iodide was added, and the mixture was stirred for a further 2 hours at 60° C. The reaction mixture thus obtained was poured into 300 ml of diluted hydrochloric acid solution and extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous sodium sulfate, followed by evaporation of the solvent under reduced pressure. The oily residue obtained was purified by vacuum distillation to obtain 14.5 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05519160
Source datasetuspto-grants-1996_05
ORD IDord-7f67af60d10249f8a8ca99a0c74a7e97
Source noteuspto-grants-1996_05