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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1018961Generated: October 31, 2026

Triethylamine → HCID 18398676, compound

https://huagongshe.com/reaction/1018961

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphenylphosphineHCID 11776—
ReactantDiethylphosphiteHCID 3780918—
ReactantHCID 18374503HCID 18374503—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 18398676HCID 1839867613%
ProductHCID 18398690HCID 183986904%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a degassed solution of 6,8-dibromo-2-methylquinoline (3.01 g, 10 mmol, prepared according to Song et al. J. Heterocyclic Chem. 1993, 39, 17.), diethylphosphite (1.65 g, 12 mmol) and Et3N (1.21 g, 12 mmol) in toluene (3 mL) was added Pd(OAc)2 (224.5 mg, 1 mmol). The mixture was degassed and Ph3P (1.049 g, 4 mmol) was added. The mixture was heated to 100° C. for 7 h, cooled, diluted with EtOAc (200 mL) and filtered through celite. The filtrate was concentrated in vacuo. The residue was purified by chromatography on silica gel to give 475 mg (13%) of diethyl 6-bromo-2-methyl-8-quinolylphosphonate and 150 mg (4%) of diethyl 8-bromo-2-methyl-6-quinolylphosphonate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06486141B2
Source datasetuspto-grants-2002_11
ORD IDord-8b5a5ab77b6449e1a26b9954b91c07ca
Source noteuspto-grants-2002_11