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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642649Generated: October 29, 2026

Bromine → 2-(Benzyloxy)-4-bromo-6-methylaniline

https://huagongshe.com/reaction/1642649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromineHCID 24408—
Reactant2-Benzyloxy-6-methylanilineHCID 2762947—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
Product2-(Benzyloxy)-4-bromo-6-methylanilineHCID 58826330—

Reaction Steps

To a mixture of 2-benzyloxy-6-methylphenylamine (3.4 g, 16 mmol) in MeOH (50 mL) and AcOH (20 mL) is added Br2 (0.82 mL, 16 mmol) in AcOH (10 mL) at 0° C. The mixture is then stirred at ambient temperature for 18 h. The solvent is then removed under reduced pressure. Then K2CO3 solution is added followed by EtOAc. The organic layer is washed with water and brine, dried and concentrated. The residue is then purified by flash chromatography to give the title compound as a red liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119666B2
Source datasetuspto-grants-2012_02
ORD IDord-a8134201e5714f33b74f32532310e354
Source noteuspto-grants-2012_02