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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1936336Generated: November 1, 2026

Methyl Ethyl Ketone → 4-(Benzyloxy)-4'-bromo-1,1'-biphenyl

https://huagongshe.com/reaction/1936336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl Ethyl KetoneHCID 6569—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Bromo-4'-hydroxybiphenylHCID 95093—
SolventTetrahydrofuranHCID 8028—
Product4-(Benzyloxy)-4'-bromo-1,1'-biphenylHCID 2246577385.8%

Reaction Steps

First, 25.0 g of benzyl bromide, 36.42 g of 4′-bromo-4-hydroxybiphenyl, 36.4 g of potassium carbonate, and 300 ml of methyl ethyl ketone were put in a1 flask, and stirred under reflux for six hours. After the reaction, 300 ml of tetrahydrofuran was added to the reaction solution, and a mixture was cooled to ambient temperature. Insoluble material was filtered off, and toluene was added to the filtrate to separate an organic layer. The organic layer was washed with a saturated brine and dried with sodium sulfate. The solvent was then distilled off. The residue was recrystallized from acetone, to obtain 42.56 g (Y: 85.8%) of 4-benzyloxy-4′-bromobiphenyl. The purity of the resultant compound was 99.0% as measured by GC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06388146B1
Source datasetuspto-grants-2002_05
ORD IDord-ca6103f2dd4f45f2894ab0de8930d9e6
Source noteuspto-grants-2002_05