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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1245309Generated: October 27, 2026

Dimethylformamide → 7-Propyl-3-(trifluoromethyl)-6-(4-bromobutyloxy)-1,2-benzisoxazole

https://huagongshe.com/reaction/1245309

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1,4-DibromobutaneHCID 8056—
ReactantCesium carbonateHCID 10796—
Reactant7-Propyl-3-(trifluoromethyl)benzo[d]isoxazol-6-olHCID 135800812—
SolventDiethyl EtherHCID 3283—
SolventEthyl AcetateHCID 8857—
Product7-Propyl-3-(trifluoromethyl)-6-(4-bromobutyloxy)-1,2-benzisoxazoleHCID 21910990—

Reaction Steps

To a DMF solution (50 mL) of 6-hydroxy-7-propyl-3-(trifluoromethyl)-1,2-benzisoxazole as prepared in Example 4 step 2 (6.5 gram, 26.5 mmol) was added 1,4-dibromobutane (16 mL, 133 mmol), followed by cesium carbonate (9.1 grams, 27.8 mmol). The mixture was stirred at room temperature overnight. After aqueous/ether work-up and silica gel chromatography (hexanes: 2.5% ethyl acetate), the title compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07125865B2
Source datasetuspto-grants-2006_10
ORD IDord-7cfd44608b1741178ad25b377a34f5fa
Source noteuspto-grants-2006_10