Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1375106Generated: November 2, 2026

Methyl Acrylate → HCID 58784961, compound

https://huagongshe.com/reaction/1375106

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl AcrylateHCID 7294—
ReactantEthyl 3-oxohexanoateHCID 238498—
Catalyst1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
SolventCyclohexaneHCID 8078—
ProductHCID 58784961HCID 58784961115.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

41.2 g (0.26 mol) of ethyl 3-oxo-hexanoate and 1.9 g (0.012 mol) of DBU were placed in a three necked round bottom flask, equipped with dropping funnel and reflux condenser. At room temperature, 56.3 g (0.65 mol) of methyl acrylate was slowly added drop by drop. After the exothermal behavior of the reaction leveled off, the reaction mixture was stirred at 60° C. for an additional two hours. The mixture was poured into cyclohexane and was washed with diluted hydrochloric acid and was subsequently washed with distilled water until the aqueous layer showed a neutral reaction. The organic layer was dried with sodium sulfate, the solvent was removed, and the residual addition product was isolated by fractional distillation in a vacuum. 50.0 g (0.15 mol) of 4-(ethoxycarbonyl)-4-(1-oxobutyl)-heptanedioic acid 1,7-dimethyl ester was obtained (yield: 58%; boiling point: 149° C. at 0.007 mbar; colorless).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07166648B2
Source datasetuspto-grants-2007_01
ORD IDord-c7f62af7603b4d89a2def6109e7802d5
Source noteuspto-grants-2007_01