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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389888Generated: November 1, 2026

Acrylamide → HCID 59179418, compound

https://huagongshe.com/reaction/2389888

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcrylamideHCID 6579—
ReactantTri-o-tolylphosphineHCID 80271—
ReactantSodium AcetateHCID 517045—
Reactant4-Chlorofuro[3,2-c]pyridineHCID 2779746—
CatalystTetrabutylammonium BromideHCID 74236—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
SolventSodium BicarbonateHCID 516892—
ProductHCID 59179418HCID 5917941841.5%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 4-chlorofuro[3,2-c]pyridine (1.00 g, 6.51 mmol), acrylamide (694 mg, 9.77 mmol), sodium acetate (641 mg, 7.81 mmol), tetrabutylammonium bromide (2.31 g, 7.16 mmol), tri-o-tolylphosphine (396 mg, 1.30 mmol) and palladium(II) acetate (146 mg, 0.65 mmol) in N,N-dimethylformamide (20 mL) was stirred at 140° C. for 16 hr. The reaction solution was diluted with saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (methanol/ethyl acetate=0/100→10/90) to give the title compound (508 mg, yield 41%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273761B2
Source datasetuspto-grants-2012_09
ORD IDord-e6e301dfc0ab477cb37cb7205530a82a
Source noteuspto-grants-2012_09