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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049568Generated: October 26, 2026

Triethylamine → (E)-ethyl 3-(3-((methoxymethoxy)methyl)phenyl)acrylate

https://huagongshe.com/reaction/1049568

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcrylateHCID 8821—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant1-Bromo-3-[(methoxymethoxy)methyl]benzeneHCID 11447578—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
Product(E)-ethyl 3-(3-((methoxymethoxy)methyl)phenyl)acrylateHCID 131736029—

Reaction Steps

Under a nitrogen atmosphere, a crude product of 1-bromo-3-((methoxymethoxy)methyl)benzene (3.60 g), triethylamine (6.50 mL), palladium acetate (175 mg), tri-o-tolylphosphine (711 mg) and ethyl acrylate (8.4 mL) were stirred in DMF (30 mL) at 110° C. for 1 hr. The solvent of the reaction mixture was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (3.41 g) as a pale-yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382188B2
Source datasetuspto-grants-2016_07
ORD IDord-cea30461553949a49694e8212e9a80e1
Source noteuspto-grants-2016_07