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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205102Generated: November 2, 2026

2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → HCID 86718104, compound

https://huagongshe.com/reaction/2205102

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantTrimethylaluminumHCID 16682925—
ReactantMethyl 3-chloro-2-phenylquinoxaline-6-carboxylateHCID 77231183—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86718104HCID 867181042,155.9%

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of methyl 3-chloro-2-phenylquinoxaline-6-carboxylate (100 mg, 0.34 mmol, 1.00 equiv), Pd2(dba)3 (12 mg, 0.01 mmol, 0.04 equiv), x-phos (6 mg, 0.01 mmol, 0.04 equiv), and Al(CH3)3 (0.5 mL, 3.00 equiv, 2.5M) in 1,4-dioxane (3 mL) was placed in a 10-mL sealed tube under an inert atmosphere allowed to react, with stirring, for 6 hr while the temperature was maintained at 100° C. in an oil bath. The reaction progress was monitored by TLC (ethyl acetate:petroleum ether (1:1)). The resulting mixture was concentrated under vacuum. The residue was purified via silica gel column (ethyl acetate/petroleum ether (1:20)) yielding 60 mg (64%) of methyl 3-methyl-2-phenylquinoxaline-6-carboxylate as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09370522B2
Source datasetuspto-grants-2016_06
ORD IDord-14f04f73e0144ed48a1b779626e2d850
Source noteuspto-grants-2016_06