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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2417532Generated: November 1, 2026

Methyl Acrylate → HCID 69893516, compound

https://huagongshe.com/reaction/2417532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl AcrylateHCID 7294—
ReactantTriethylamineHCID 8471—
Reactant4-Chlorobenzoyl chlorideHCID 8501—
ReactantTriphenylphosphineHCID 11776—
ReactantHCID 85877337HCID 85877337—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 69893516HCID 69893516—

Reaction Steps

5.1 g (16.8 mmol) of ethyl (6-bromo-2-nitrobenzyl)aminoacetate was dissolved in 100 ml of dichloromethane. 2.4 ml (19.3 mmol) of 4-chlorobenzoyl chloride and 3.6 ml (25.2 mmol) of triethylamine were added to the obtained solution under cooling with ice, and they were stirred under cooling with ice for 2 hours. After the treatment with dichloromethane as the extracting solvent by an ordinary method, the crude product was obtained. The crude product was dissolved in 50 ml of DMF. 171 mg (0.75 mmol) of palladium acetate, 2.1 ml (22 mmol) of methyl acrylate, 292 mg (1.5 mmol) of triphenylphosphine and 3.0 ml (9.24 mmol) of triethylamine were added to the obtained solution and they were stirred at 100° C. overnight. After the treatment with ethyl acetate as the extracting solvent by an ordinary method, the crude product was obtained. The crude product was then purified by the silica gel column chromatography to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06825191B2
Source datasetuspto-grants-2004_11
ORD IDord-4c12f28c3c944732bf07db3dc47e92aa
Source noteuspto-grants-2004_11