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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 750100Generated: October 29, 2026

4-Bromoanisole → HCID 68996244, compound

https://huagongshe.com/reaction/750100

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromoanisoleHCID 7730—
Reactant5-Phenylthiophene-2-carbaldehydeHCID 177053—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68996244HCID 6899624477.9%

Reaction Steps

To a solution of 4-bromoanisole (0.6 g, 3.2 mmol) in THF was added n-BuLi (2.5M in hexane, 1.5 mL, 3.5 mmol) at −78° C., and continued to stir for 30 min. The product of step 1 (0.48 g, 2.6 mmol) was added. After it was stirred at −78° C. for 30 min, the reaction was allowed to warm to room temperature and stirred for an additional 1 h. The reaction was quenched with water, extracted with EtOAc, washed with brine and dried over Na2SO4. After the solvent was removed, the residue was purified by a column chromatography on silica gel to yield the title compound (0.6 g, 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402684B2
Source datasetuspto-grants-2008_07
ORD IDord-936dcd73e7bd4e7a80e286a0ac3ee597
Source noteuspto-grants-2008_07