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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1949183Generated: October 31, 2026

Hexane → HCID 86651382, compound

https://huagongshe.com/reaction/1949183

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
Reactant2-Bromo-6-methylpyridineHCID 79205—
ReactantBIS(4-METHYLPHENYL)CHLOROPHOSPHINEHCID 4188608—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86651382HCID 8665138250.2%

Reaction Steps

After dissolving 2-bromo-6-methylpyridine (23.5 mmol) in 40 ml of tetrahydrofuran, the mixture was cooled in a dry ice-ethanol bath, 1.59 M hexane solution of n-butyllithium (23.5 mmol) was added dropwise while stirring, and stirring was continued for 10 minutes to obtain a reaction mixture. To the obtained reaction mixture there was added chlorobis(4-methylphenyl)phosphine (17.5 mmol) dissolved in 40 ml of tetrahydrofuran, and stirring was continued at room temperature for 2 hours. The reaction solution was quenched with water and extracted with ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate. After distilling off the solvent under reduced pressure, purification was performed twice by silica gel column chromatography (developing solution: hexane/ethyl acetate=5/1, 9/1), to obtain 2.68 g of bis(4-methylphenyl)(6-methyl-2-pyridyl)phosphine (50% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399699B2
Source datasetuspto-grants-2013_03
ORD IDord-3c2199de5b7547c6968b9214967c5938
Source noteuspto-grants-2013_03