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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1480420Generated: November 3, 2026

Methyl Acrylate → Methyl (E)-3-(3,5-dichlorophenyl)acrylate

https://huagongshe.com/reaction/1480420

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl AcrylateHCID 7294—
ReactantTriethylamineHCID 8471—
Reactant1,3-Dichloro-5-iodobenzeneHCID 76424—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductMethyl (E)-3-(3,5-dichlorophenyl)acrylateHCID 69907122—

Reaction Conditions

Temperature80 °C

Reaction Steps

To 1,3-dichloro-5-iodobenzene (300 mg, 1.099 mmol) and methyl acrylate (0.099 ml, 1.099 mmol) in DMF (10 ml) under nitrogen was added [Pd(t-BuP)]2 (56.1 mg, 0.110 mmol) and triethylamine (0.306 ml, 2.199 mmol). The reaction mixture was heated to 80° C. for 2 h. The reaction mixture was diluted with EtOAc and filtered through a silica cartridge (2 g). The organic solution was washed with water, saturated sodium bicarbonate solution, water and brine. The organic portion was dried using a phase separating column and the solvent was removed under reduced pressure to afford the title compound;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409895B2
Source datasetuspto-grants-2016_08
ORD IDord-c4cd2e1bef2c4beeb6d60d95b85fd10c
Source noteuspto-grants-2016_08