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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090189Generated: October 30, 2026

Triethylamine → HCID 59186923, compound

https://huagongshe.com/reaction/2090189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl acrylateHCID 15458—
Reactant4-Cyano-2-methoxyphenyl trifluoromethanesulfonateHCID 16659258—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 59186923HCID 59186923—

Reaction Conditions

Temperature100 °C

Reaction Steps

4 g (5.7 mmol) of bis(triphenylphosphine)palladium(II) chloride are added to a degassed solution of 37.13 g (132 mmol) of 4-cyano-2-methoxyphenyl trifluoromethanesulfonate, 35 ml (245 mmol) of tert-butyl acrylate and 90 ml (645 mmol) of triethylamine in DMF (250 ml). The solution is stirred at 100° C. under a protective gas atmosphere for 24 h. Ice-water (1000 ml) is then added, and the suspension is extracted with ethyl acetate (3×100 ml). The organic phase is washed with saturated sodium chloride solution, dried over magnesium sulfate and concentrated. The residue is purified by column chromatography (silica gel, mobile phase: cyclohexane/ethyl acetate 10:1). 24.6 g (72% of theory) of the title compound are obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436180B2
Source datasetuspto-grants-2013_05
ORD IDord-ecf8647d7f924d56926a12b3db8a3aa1
Source noteuspto-grants-2013_05