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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2412273Generated: November 2, 2026

Benzyl Bromide → Dibenzyl-(4-iodo-2,5-dimethylphenyl)amine

https://huagongshe.com/reaction/2412273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant(4-Iodo-2,5-Dimethylphenyl)AmineHCID 4770984—
SolventEthanolHCID 702—
ProductDibenzyl-(4-iodo-2,5-dimethylphenyl)amineHCID 57461072167.7%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 2,5-dimethyl-4-iodoaniline (6.44 g, 26.1 mmol), benzyl bromide (11.50 g, 67.24 mmol) and potassium carbonate (8.20 g, 59.3 mmol) in EtOH (100 mL) was stirred at 50° C. for 12 h. The reaction mixture was then concentrated under reduced pressure. The residue (a purple solid) was mixed with DCM and this mixture was filtered using vacuum. The filtrate was purified by silica gel flash chromatography (0-5% MeOH in DCM) to give the title compound (9.35 g, 83% yield) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08816088B2
Source datasetuspto-grants-2014_08
ORD IDord-48a2007a89f54e8c93c5a8ba555692ec
Source noteuspto-grants-2014_08