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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511852Generated: October 25, 2026

Methyl Acrylate → Methyl 3-(2-methyl-6-nitrophenyl)propenoate

https://huagongshe.com/reaction/511852

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl AcrylateHCID 7294—
ReactantTriphenylphosphineHCID 11776—
Reactant2-Bromo-3-nitrotolueneHCID 231828—
Catalystpalladium(II) acetateHCID 167845—
SolventMethanolHCID 887—
ProductMethyl 3-(2-methyl-6-nitrophenyl)propenoateHCID 6729164848%

Reaction Conditions

Temperature95 °C

Reaction Steps

2-Bromo-3-nitrotoluene (0.5 g, 23 mmol), methyl acrylate (0.39 g, 46 mmol,), palladium acetate (29 mg, 1.3 mmol), triphenylphosphine (0.06 g, 0.23 mmol,) and TEA (0.4 mL) were combined in a sealed tube and heated to 95° C. for 24 h. The residue was dissolved in MeOH, the solvent was removed and the crude product was purified by column chromatography (EtOAc:hexane=7.5:92.5) to give 0.024 g (48% yield) of the title compound as a yellow oil:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09101616B2
Source datasetuspto-grants-2015_08
ORD IDord-ea82058354304b6eb4d6d3506ca40fde
Source noteuspto-grants-2015_08