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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 274066Generated: October 31, 2026

Triethylamine → HCID 86748446, compound

https://huagongshe.com/reaction/274066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcrylateHCID 8821—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant3-Bromo-5,7,8,9-tetrahydro-6H-benzo[7]annulen-6-oneHCID 20094836—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductHCID 86748446HCID 8674844662%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 3-bromo-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-one (2.00 g), ethyl acrylate (1.26 g), palladium acetate (94 mg), tris(2-methylphenyl)phosphine (764 mg), triethylamine (1.69 g) in N,N-dimethylformamide (20 ml) was stirred at 100° C. for 20 hours under nitrogen atmosphere. After cooling, ice water (20 ml) was added to the mixture. The resulting precipitates were collected by filtration and the powder was dissolved in ethyl acetate (20 ml). The solution was washed with water (20 ml) three times, dried over anhydrous sodium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel with chloroform as an eluent to give ethyl (E)-3-(8-oxo-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)acrylate (1.34 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05387710
Source datasetuspto-grants-1995_02
ORD IDord-8d2a3f4a7a6b4c9d95be803056fbb7b5
Source noteuspto-grants-1995_02