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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1191664Generated: October 31, 2026

Water → HCID 69671105, compound

https://huagongshe.com/reaction/1191664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantBromineHCID 24408—
Reactant4-Benzyloxy-3-chloroanilineHCID 1268285—
SolventDichloromethaneHCID 6344—
ProductHCID 69671105HCID 69671105125.3%

Reaction Conditions

Temperature-15 °C

Reaction Steps

To a suspension of 4-benzyloxy-3-chloroaniline (674 mg) and potassium carbonate (1.14 g) in dichloromethane (32 mL) was added dropwise a solution of bromine (1.25 g) in dichloromethane (16 mL) at −15° C. in one hour, and the mixture was stirred at −15° C. for 75 minutes. Water was added to the reaction mixture and this resulting mixture was stirred vigorously for additional 10 minutes. The organic layer was separated, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (1.13 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680120B2
Source datasetuspto-grants-2014_03
ORD IDord-bff7d43f036a470fa9d6346128e30f1c
Source noteuspto-grants-2014_03