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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1482869Generated: October 30, 2026

Cesium carbonate → 3-((3-Methyloxetan-3-yl)methoxy)-5-(4-(trifluoromethoxy)phenyl)benzo[d]isoxazole

https://huagongshe.com/reaction/1482869

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,2-BenzisoxazoleHCID 71073—
ReactantOxetane, 3-(bromomethyl)-3-methyl-HCID 144860—
ReactantHCID 178518982HCID 178518982—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-((3-Methyloxetan-3-yl)methoxy)-5-(4-(trifluoromethoxy)phenyl)benzo[d]isoxazoleHCID 11816193261.8%

Reaction Steps

5-(4-(trifluoromethoxy)phenyl)benzo[d]isoxazol-3-ol (100 mg, 0.34 mmol), 3-bromomethyl-3-methyloxetane (150 mg, 0.91 mmol) and cesium carbonate (300 mg) were combined in 5 mL DMF and stirred at ambient temperature until HPLC showed complete disappearance of benzisoxazole starting material. The reaction mixture was diluted with 60 mL ethyl acetate, washed with water and brine and evaporated under vacuum. Flash chromatographic purification on 12 g silica gel with 0-60% ethyl acetate in hexane gave the title compound (80 mg, 0.21 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09416115B2
Source datasetuspto-grants-2016_08
ORD IDord-d95816126c8f44769fde3c0ae3d6ab27
Source noteuspto-grants-2016_08