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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689835Generated: November 2, 2026

Diisopropylaniline → HCID 58114885, compound

https://huagongshe.com/reaction/1689835

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylanilineHCID 32484—
Reactant2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylHCID 2734217—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 58114889HCID 58114889—
Catalyst(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 58114885HCID 58114885—

Reaction Conditions

Temperature105 °C

Reaction Steps

A mixture of 8-bromo-2-(1-naphthyl)quinoline (2.03 g, 6 mmol), 2,6-diisopropylaniline (1.3 ml, 7 mmol), Pd(dba)2 (72 mg, 0.12 mmol), L=(N-[2′-(dicyclohexylphosphino)[1,1′-biphenyl]-2-yl]-N,N-dimethylamine (94 mg, 0.24 mmol), NaOtBu (0.72 g, 7.2 mol) and toluene (15 mL) is stirred for 8 h under an argon atmosphere at 105° C. in an oil bath. The mixture is then poured into water and extracted with benzene (3×50 mL). The combined organic phase is washed with water and brine, and is then concentrated. The residue is purified by column chromatography (silica gel 40, hexane/toluene 2:1). Yield: 1.7 g (66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153544B2
Source datasetuspto-grants-2012_04
ORD IDord-be509312e4ab41a7b0db026f685c02af
Source noteuspto-grants-2012_04