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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1512671Generated: November 3, 2026

Hydrogen Bromide → 2-Bromo-1-[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]ethanone

https://huagongshe.com/reaction/1512671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carbonyl chlorideHCID 86652405—
SolventAcetonitrileHCID 6342—
Product2-Bromo-1-[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]ethanoneHCID 86652406—

Reaction Steps

5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carbonyl chloride (from the previous step) was dissolved in ACN (30 mL) then trimethylsilyl-diazomethane (2M in Et2O, 16.38 mL, 32.76 mmol) was slowly added and the reaction stirred at room temperature for 2 hours. Hydrobromic acid (30% aq., 7 mL) was carefully added and the reaction stirred for an additional 1 hour. The mixture was submitted to standard aqueous workup then purified on silica gel (0-20% EtOAc in hexanes) to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217066B2
Source datasetuspto-grants-2012_07
ORD IDord-99e580417ba94c518e357717a158f0ce
Source noteuspto-grants-2012_07