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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1831750Generated: October 31, 2026

Methyl Acrylate → HCID 69652699, compound

https://huagongshe.com/reaction/1831750

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl AcrylateHCID 7294—
ReactantTriethylamineHCID 8471—
ReactantTri-o-tolylphosphineHCID 80271—
ReactantHCID 22052537HCID 22052537—
Catalystpalladium(II) acetateHCID 167845—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 69652699HCID 6965269950.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

A solution of 4.0 g (15.0 mmol) of 8-bromo-1,2,3,3a,5,9b-hexahydrocyclo-penta[c]quinolin-4-one (DE file number: 198 06 348.2) in 150 ml of DMF is heated for 4 hours to 120° C. with 2.7 ml (30.0 mmol) of acrylic acid-methyl ester, 4.2 ml (30 mmol) of triethylamine, 168 mg (0.75 mmol) of palladium(II) acetate and 457 mg (1.5 mmol) of tri-o-tolyl-phosphine. After 868 mg (0.75 mmol) of tetrakis(triphenylphosphine)palladium is added, the batch is stirred for 18 hours at 120° C., diluted at room temperature with ethyl acetate, washed with water, dried (Na2SO4) and concentrated by evaporation in a vacuum. Column chromatography on silica gel with hexane-ethyl acetate yields 2.05 g of product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067667B2
Source datasetuspto-grants-2006_06
ORD IDord-72bc5a2db8664ae186cde87ae56e9aa9
Source noteuspto-grants-2006_06