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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1191669Generated: October 31, 2026

Dimethylformamide → HCID 86665747, compound

https://huagongshe.com/reaction/1191669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 68694614HCID 68694614—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86665747HCID 86665747—

Reaction Steps

To a solution of 1-benzenesulfonyl-5-bromo-2-phenylindole (958 mg) in tetrahydrofuran (11.6 mL) was added dropwise n-butyllithium (2.76 mol/L hexane solution, 0.84 mL) at −78° C. under an argon atmosphere, and the mixture was stirred for 30 minutes. Then N,N-dimethylformamide (0.535 mL) was added dropwise, and the mixture was stirred at −78° C. for 30 minutes and at room temperature for 2 hours. A saturated aqueous ammonium chloride solution and water were added to the reaction mixture and this resulting mixture was extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (225 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680120B2
Source datasetuspto-grants-2014_03
ORD IDord-184676fb782446d9a3cfbe2ca24be57b
Source noteuspto-grants-2014_03