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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2227882Generated: October 30, 2026

Malonic Acid → 93132-76-4

https://huagongshe.com/reaction/2227882

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalonic AcidHCID 867—
ReactantHexaneHCID 8058—
Reactant41301-44-4HCID 13023735—
SolventEthyl AcetateHCID 8857—
Product93132-76-4HCID 6443457—

Reaction Steps

Under a nitrogen atmosphere, 0.666 g of methyl (±)-trans-2,2-dimethyl-3-formylcyclopropanecarboxylate was dissolved in 10 mL of a designated solvent. A designated amount of an amine and 1.000 g of malonic acid was then added thereto, and the resulting mixture was stirred under heating. After the mixture was allowed to cool to room temperature, 50 mL of ethyl acetate was added to said mixture and the resulting mixture was washed with 3N-hydrochloric acid and then saturated brine to obtain an organic layer therefrom. The organic layer was dried over anhydrous magnesium sulfate and thereafter evaporated under reduced pressure in order to produce a residue. The residue was subjected to silica gel chromatography, wherein the eluent was a mixture of n-hexane and ethyl acetate at a volume to volume ratio of 3:1. Methyl(±)-trans-2,2-dimethyl-3-{2-carboxy-(E)-1-propenyl}cyclopropanecarboxylate was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06414181B1
Source datasetuspto-grants-2002_07
ORD IDord-0dad18dc70b64489a620f0a078b15a51
Source noteuspto-grants-2002_07