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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2265933Generated: October 31, 2026

Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → 3-(6-Bromopyridin-3-yl)acrylic acid methyl ester

https://huagongshe.com/reaction/2265933

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 17453—
Reactant6-Bromo-3-pyridinecarboxaldehydeHCID 11769234—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product3-(6-Bromopyridin-3-yl)acrylic acid methyl esterHCID 7142758297.5%

Reaction Steps

To 6-bromo-pyridine-3-carboxaldehyde (300 mg, 1.61 mmol) in toluene was added methyl(triphenylphosphoranylidene)acetate (647 mg, 1.94 mmol) and the solution was refluxed for 6 hrs. The reaction mixture was diluted with EtOAc and then washed three times with H2O, brine, dried. Na2SO4, filtered and concentrated under reduced pressure. The obtained residue was column-chromatographed to yield 3-(6-bromo-pyridin-3-yl)-acrylic acid methyl ester (380 mg, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858621B2
Source datasetuspto-grants-2010_12
ORD IDord-92cf8f676a2349658c1d0134543aa6ac
Source noteuspto-grants-2010_12