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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694530Generated: October 29, 2026

2,6-Dimethylaniline → HCID 135979345, compound

https://huagongshe.com/reaction/1694530

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-DimethylanilineHCID 6896—
Reactant2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylHCID 2734217—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 135979344HCID 135979344—
Catalyst(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 135979345HCID 135979345—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-(8-bromo-2-quinolinyl)-4,6-di-tert-butylphenol (3.3 g, 8 mmol), 2,6-dimethylaniline (1.2 mL, 10 mmol), Pd(dba)2 (0.036 g, 0.6 mmol), L=(N-[2′-(dicyclohexylphosphino)[1,1′-biphenyl]-2-yl]-N,N-dimethylamine) (0.05 g, 0.12 mmol), NaOtBu (0.36 g, 3.6 mmol), and toluene (8 mL) is stirred for 8 h under an argon atmosphere at 100° C. 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: 2.17 g (60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158733B2
Source datasetuspto-grants-2012_04
ORD IDord-f95f8a3a2c0f4b32aab5d4a598dd6ca2
Source noteuspto-grants-2012_04