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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1386625Generated: October 25, 2026

Water → 4-[5-(4-n-Pentyloxyphenyl)isoxazol-3-yl]bromobenzene

https://huagongshe.com/reaction/1386625

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant1-Eth-1-ynyl-4-(pentyloxy)benzeneHCID 2775119—
Reactant4-Bromobenzaldehyde oxime chlorideHCID 73752893—
SolventTetrahydrofuranHCID 8028—
Product4-[5-(4-n-Pentyloxyphenyl)isoxazol-3-yl]bromobenzeneHCID 2118234755.6%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 4-bromobenzaldehyde oxime chloride (647 mg) and 4-n-pentyloxy-phenylacetylene (650 mg) in tetrahydrofuran (7 ml) was added triethylamine (0.5 ml) in tetrahydrofuran (5 ml) dropwise at 40° C. The solution was stirred at 40° C. for 30 minutes, poured into water and extracted with ethyl acetate. The organic layer was washed with H2O, brine and dried over magnesium sulfate. The solvents were removed under reduced pressure and the residue was triturated with acetonitrile. The precipitate was collected by filtration and dried to give 4-[5-(4-n-pentyloxyphenyl)isoxazol-3-yl]bromobenzene (0.59 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06265536B1
Source datasetuspto-grants-2001_07
ORD IDord-e92c0896ad6f4906a5ddc2f43ab28bad
Source noteuspto-grants-2001_07