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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337478Generated: October 29, 2026

Hexane → HCID 23144547, compound

https://huagongshe.com/reaction/337478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 23144187HCID 23144187—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23144547HCID 2314454763%

Reaction Steps

Compound 92 (298 mg, 1.01 mmol) was dissolved in THF (10 mL), and a 1.59 mol/L solution of n-butyllithium in n-hexane (5.70 mL, 9.06 mmol) was added thereto in a stream of argon at −78° C., followed by stirring at room temperature for 2 hours. A saturated aqueous solution of ammonium chloride was added to the reaction mixture, followed by extraction with chloroform. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was distilled away under reduced pressure. The resulting residue was purified through silica gel column chromatography (hexane:ethyl acetate=3:1) to afford the entitled Compound 395 (224 mg, 63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889718B2
Source datasetuspto-grants-2014_11
ORD IDord-42ecaa4fb6f04461a1ec0017cf25daf3
Source noteuspto-grants-2014_11