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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278357Generated: November 1, 2026

Dimethylformamide → HCID 89525690, compound

https://huagongshe.com/reaction/2278357

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 89525658HCID 89525658—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89525690HCID 89525690—

Reaction Steps

N-[1-(4-bromothiophen-2-yl)-2-{[tert-butyl(dimethyl)silyl]oxy}ethyl]-N-(3-methylbutyl)benzenesulfonamide (227 mg, 0.415 mmol) was dissolved in 4.1 mL THF and cooled to −78° C. n-BuLi (174 μl (2.5M in hexanes), 0.436 mmol) was added dropwise. The mixture was stirred 5 minutes and DMF (322 μL) was added in one portion. The mixture was stirred 20 minutes and then quenched with aqueous ammonium chloride. The quenched mixture was warmed to room temperature, DCM was added and the phases separated with a phase extractor. The solvent was removed under reduced pressure. The title compound was purified on silica gel (EtOAc/hexanes).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133157B2
Source datasetuspto-grants-2015_09
ORD IDord-2b16b87544544e85a20e2c12326c3409
Source noteuspto-grants-2015_09