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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909579Generated: October 31, 2026

Benzyl Bromide → HCID 58566740, compound

https://huagongshe.com/reaction/1909579

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Bromo-3-((dimethylamino)methyl)phenolHCID 4340007—
SolventDimethylformamideHCID 6228—
ProductHCID 58566740HCID 5856674098%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-bromo-3-((dimethylamino)methyl)phenol (4 g, 17.4 mmol), benzylbromide (2 eq.), and potassium carbonate (3 eq.) in DMF (100 mL) was stirred at 80° C. overnight. The reaction mixture was cooled to room temperature, quenched with water and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated in vacuo. The crude material was purified by silica gel chromatography (0-50% EtOAc in hexanes) to afford 1-(5-(benzyloxy)-2-bromophenyl)-N,N-dimethylmethanamine (709) (98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598374B2
Source datasetuspto-grants-2013_12
ORD IDord-46eb5881bde648d58793d38035a560cf
Source noteuspto-grants-2013_12