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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620029Generated: November 2, 2026

Water → HCID 12433288, compound

https://huagongshe.com/reaction/1620029

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl AcrylateHCID 7294—
Reactant4-Bromo-3-methylanilineHCID 23359—
ReactantTri-o-tolylphosphineHCID 80271—
Catalystpalladium(II) acetateHCID 167845—
SolventTriethylamineHCID 8471—
SolventEthyl AcetateHCID 8857—
ProductHCID 12433288HCID 12433288—

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of 4-bromo-3-methylaniline (5 g, TCI) in triethylamine (50 ml) was added with methyl acrylate (3.6 ml, TCI), tris(2-methylphenyl)phosphine (2.5 g, TCI), and palladium acetate (606 mg, WAKO), and stirred at 90° C. for 18 hours. The reaction mixture was added with water (30 ml) and ethyl acetate (30 ml×2) for extraction, and then successively washed with saturated aqueous sodium hydrogencarbonate, saturated aqueous ammonium chloride, and saturated brine, the organic layer was dried, and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (Yamazen, n-hexane:ethyl acetate=3:1), and the solvent was evaporated under reduced pressure by using a rotary evaporator to obtain the title compound (yield: 4.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772327B2
Source datasetuspto-grants-2014_07
ORD IDord-8ccae22e970b4b4dbb1dcbe22651cbaf
Source noteuspto-grants-2014_07