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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191638Generated: November 2, 2026

Triethylamine → HCID 67342987, compound

https://huagongshe.com/reaction/2191638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDimethylacetamideHCID 31374—
Reactant1-Ethenyl-3-methoxybenzeneHCID 584146—
Reactanttert-Butyl 4-bromo-2-nitrobenzoateHCID 26369829—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 67342987HCID 67342987—

Reaction Conditions

Temperature110 °C

Reaction Steps

To N,N-dimethylacetamide 5 mL solution of tert-butyl 4-bromo-2-nitrobenzoate 0.50 g were added 3-vinylanisole 0.37 mL, triethylamine 0.47 mL and palladium acetate 0.11 g at room temperature, and it was stirred under nitrogen atmosphere at 110° C. for 4 hours. After the reaction mixture was cooled to room temperature, ethyl acetate and water were added to it. The organic layer was separated and collected,dried over anhydrous magnesium sulfate after sequential washing with 10% citric acid aqueous solution and saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Fuji SILYSIA Chemical Ltd., PSQ100B(spherical type), eluent; hexane:ethyl acetate=10:1] to give tert-butyl 4-((E)-2-(3-methoxyphenyl)vinyl)-2-nitrobenzoate 0.20 g of pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08327467B2
Source datasetuspto-grants-2012_12
ORD IDord-ef1d216e46a946079d56f3718c0b952a
Source noteuspto-grants-2012_12