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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2238773Generated: October 31, 2026

Hexane → HCID 23144547, compound

https://huagongshe.com/reaction/2238773

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 numberUS07718808B2
Source datasetuspto-grants-2010_05
ORD IDord-aa0b5edf94d8484eb61094cf5d61467c
Source noteuspto-grants-2010_05