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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927053Generated: November 2, 2026

Phenacyl bromide → HCID 90203755, compound

https://huagongshe.com/reaction/927053

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenacyl bromideHCID 6259—
ReactantPotassium CarbonateHCID 11430—
ReactantWater ethylacetateHCID 22728543—
ReactantHCID 136491270HCID 136491270—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
ProductHCID 90203755HCID 9020375598.6%

Reaction Steps

To a solution of [3-(4-hydroxy-phenyl)-isoxazol-4-yl]-carbamic acid tert-butyl ester (50 mg, 0.18 mmol), K2CO3 (33 mg, 0.24 mmol) and tetrabutylammonium iodide (6.7 mg, 0.018 mmol) in DMF (2 mL) was added 2-bromoacetophenone (39.6 mg, 0.2 mmol). After 14 h the reaction mixture was poured into a water/ethyl acetate bilayer. The organic phase was concentrated and {3-[4-(2-oxo-2-phenyl-ethoxy)-phenyl]-isoxazol-4-yl}-carbamic acid tert-butyl ester (70 mg, 98%) was isolated from the resulting residue was purified by column chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290465B2
Source datasetuspto-grants-2016_03
ORD IDord-098b948051884fa383d0e85881468e11
Source noteuspto-grants-2016_03