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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967184Generated: November 2, 2026

Benzyl Bromide → 1-[5-(Benzyloxy)-2-hydroxyphenyl]ethan-1-one

https://huagongshe.com/reaction/1967184

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
Reactant2-AcetylhydroquinoneHCID 10279—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium HydroxideHCID 14798—
SolventWaterHCID 962—
SolventMethyl Isobutyl KetoneHCID 7909—
Product1-[5-(Benzyloxy)-2-hydroxyphenyl]ethan-1-oneHCID 12870928—

Reaction Conditions

Temperature60 °C

Reaction Steps

20 kg (131.4 mol) 2-acetyl-hydroquinone 6a are dissolved in 150 l methylisobutylketone and combined with 19.98 kg (144.6 mol) potassium carbonate. At 60° C., 22.48 kg (131.5 mol) benzyl bromide are added. The reaction mixture is stirred for 20 hours at 60° C. The reaction mixture is cooled to 25° C. and the solid is filtered off. The filtrate is washed twice with a solution of 0.96 kg (11.8 mol) sodium hydroxide solution (50%) and 60 l water at 25° C. The methylisobutylketone is largely distilled off in vacuo, and the residue is dissolved in 80 l methanol at 60° C. The solution is cooled to 0° C. and stirred for 1 hour at this temperature to complete the crystallisation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420809B2
Source datasetuspto-grants-2013_04
ORD IDord-b9096d3cae004575b2c90012072d4cc9
Source noteuspto-grants-2013_04