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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228518Generated: October 29, 2026

Hexane → HCID 57756523, compound

https://huagongshe.com/reaction/228518

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 23078271HCID 23078271—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57756523HCID 5775652341%

Reaction Conditions

Temperature-78 °C

Reaction Steps

Under an argon atmosphere, 2-[(6,7-dimethoxy-4-quinolyl)oxy]-5-methylbenzaldehyde (123.2 mg) was dissolved in tetrahydrofuran (3 ml), and the solution was then cooled to −78° C. A 1.56 M n-hexane solution (0.35 ml) of n-butyllithium was added dropwise thereto, and the mixture was stirred at −78° C. for one hr. A saturated aqueous ammonium chloride solution was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed therefrom by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using acetone-hexane to give the title compound (59.5 mg, yield 41%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-026314e226014a7ba4eb9a6c2c3635d1
Source noteuspto-grants-2009_07