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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 909770Generated: October 31, 2026

Boron trifluoride etherate → 1-bromo-3-(4-ethoxybenzyl)benzene

https://huagongshe.com/reaction/909770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron trifluoride etherateHCID 8000—
ReactantSodium CarbonateHCID 10340—
ReactantTriethylsilaneHCID 12052—
ReactantHCID 46205463HCID 46205463—
SolventChloroformHCID 6212—
Product1-bromo-3-(4-ethoxybenzyl)benzeneHCID 4620578776.2%

Reaction Steps

Then, Et3SiH (4.09 mL, 0.0256 mol) and BF3.Et2O (1.47 mL, 0.0116 mol) were added sequentially to a chloroform (22 mL) solution of (3-bromophenyl)(4-ethoxyphenyl)methanol (3.92 g, 0.0128 mol) at −60° C. After stirred for one hour, the reaction solution was warmed to room temperature. After the reaction mixture was added with a saturated sodium carbonate aqueous solution and extracted with chloroform, the organic layer was washed with brine and dried with anhydrous magnesium sulfate. After the desiccant was filtered off, the residue obtained by evaporating the solvent under reduced pressure was purified by silica gel column chromatography (hexane:ethyl acetate=50:1) to obtain a colorless oily title compound (2.84 g, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017792B2
Source datasetuspto-grants-2011_09
ORD IDord-25045e6a96e7421283a24bae1ab88e66
Source noteuspto-grants-2011_09