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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775197Generated: October 27, 2026

Triethylamine → methyl 4-oxo-2,3,4,9-tetrahydro-1H-carbazole-5-carboxylate

https://huagongshe.com/reaction/1775197

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant3-(3-Carbomethoxy-2-bromoanilino)cyclohex-2-en-1-oneHCID 22337724—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
Productmethyl 4-oxo-2,3,4,9-tetrahydro-1H-carbazole-5-carboxylateHCID 11368514—

Reaction Steps

A mixture of methyl 2-bromo-3-(3-oxocyclohex-1-enylamino)benzoate (0.97 g, 3.0 mmol), palladium acetate (0.14 g, 0.6 mmol), tri-o-tolylphosphine (0.73 g, 2.4 mmol), and triethylamine (0.38 g, 3.6 mmol) in acetonitrile (10 mL) was heated in a sealed tubule flushed with nitrogen at 100° C. for 20 h. The cooled reaction mixture was diluted with DCM (3×50 mL) and water (10 mL). The organic layer was separated, washed with water, dried (Na2SO4), and concentrated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260440B2
Source datasetuspto-grants-2016_02
ORD IDord-e024770b8e804559b7e844b1ccac61bd
Source noteuspto-grants-2016_02