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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849981Generated: November 3, 2026

Boron trifluoride etherate → 4-Bromo-1-chloro-2-(4-ethoxy-benzyl)-benzene

https://huagongshe.com/reaction/1849981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron trifluoride etherateHCID 8000—
ReactantTriethylsilaneHCID 12052—
ReactantPotassium HydroxideHCID 14797—
Reactant(5-Bromo-2-chlorophenyl)(4-ethoxyphenyl)methanoneHCID 10020105—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
Product4-Bromo-1-chloro-2-(4-ethoxy-benzyl)-benzeneHCID 9996449156.4%

Reaction Steps

At −20° C., BF3.Et2O (0.75 mL) was added slowly into a solution of (5-bromo-2-chlorophenyl)(4-ethoxyphenyl)methanone (2 g) and Et3SiH (2 mL) in dry DCM (5 mL) and CH3CN (10 mL), then the mixture was stirred at room temperature for overnight. 7M KOH was slowly added into the mixture, and then the mixture was extracted with DCM, the organic phases were combined, dried over Na2SO4 and concentrated to obtain the crude product. The crude product was purified by silica-gel column chromatography (PE/EA=10/1) to obtain 3 g of 4-bromo-1-chloro-2-(4-ethoxybenzyl)benzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957033B2
Source datasetuspto-grants-2015_02
ORD IDord-a36a350bd8944be2909a88b9645e0c58
Source noteuspto-grants-2015_02