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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668530Generated: October 31, 2026

Ethyl Acrylate → HCID 59555434, compound

https://huagongshe.com/reaction/1668530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcrylateHCID 8821—
ReactantSodium BicarbonateHCID 516892—
Reactant(6-Bromopyridin-2-yl)methanolHCID 3517811—
CatalystTetrabutylammonium ChlorideHCID 70681—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductHCID 59555434HCID 59555434—

Reaction Conditions

Temperature80 °C

Reaction Steps

2-Bromopyridine-6-methanol (2 g) was dissolved in 10 mL of dry DMF, and 1.73 mL of ethyl acrylate, 2.95 g of tetra(n-butyl)ammonium chloride, 1.78 g of sodium bicarbonate and 2 g of Molecular Sieves (Molecular Sieves 3A ( 1/16)) to the above solution, additionally under argon atmosphere 119 mg of palladium(II) acetate was added thereto, and then the mixture was stirred at 80° C. for 5 hours. After being cooled, the insoluble portion was filtrated off, and water was added thereto and then the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by chromatography on silica gel (hexane-ethyl acetate=2:1) to give 1.39 g of ethyl 3-(6-hydroxymethylpyridin-2-yl)-trans-acrylate as a light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989446B2
Source datasetuspto-grants-2011_08
ORD IDord-c4f8aaa0a50e400ab118046a2e6e611b
Source noteuspto-grants-2011_08