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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1172252Generated: November 3, 2026

Ethyl Acrylate → HCID 59555434, compound

https://huagongshe.com/reaction/1172252

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 numberUS07834002B2
Source datasetuspto-grants-2010_11
ORD IDord-bdc23a25afc24601812532894d815e53
Source noteuspto-grants-2010_11