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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 984349Generated: October 31, 2026

Water → HCID 69800188, compound

https://huagongshe.com/reaction/984349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhenylacetyleneHCID 10821—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 69800801HCID 69800801—
CatalystTetrabutylammonium BromideHCID 74236—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductHCID 69800188HCID 69800188—

Reaction Steps

A mixture of potassium carbonate (2.1 g, 15.2 mmol), tetra-N-butylammonium bromide (0.75 g, 2.4 mmol) and palladium(II) acetate (75 mg, 0.33 mmol) in dry DMF (8 ML), under nitrogen, was stirred for 10 min. 3-(3,5-Dibromophenyl)-acrylic acid ethyl ester (1.2 g, 3.6 mmol) was added and the mixture cooled on ice. Phenylacetylene (4.0 mL, 36.0 mmol) was added and the mixture stirred at room temperature for 7 days. The reaction mixture was added water and the product extracted with ethyl acetate (×3). The combined organic phases were dried and concentrated in vacuo to give crude 3-(3,5-bis-phenylethynyl-phenyl)-acrylic acid ethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06867218B2
Source datasetuspto-grants-2005_03
ORD IDord-b103f91449f24171ae041186cdad8518
Source noteuspto-grants-2005_03