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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428391Generated: November 2, 2026

1,1'-Carbonyldiimidazole → 2(3H)-Benzoxazolone, 5-(trifluoromethoxy)-

https://huagongshe.com/reaction/1428391

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant2-Amino-4-(trifluoromethoxy)phenolHCID 2737729—
Solvent1,4-DioxaneHCID 31275—
Product2(3H)-Benzoxazolone, 5-(trifluoromethoxy)-HCID 5741867572.4%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a mixture of 2-amino-4-(trifluoromethoxy)phenol (1.01 g) and 1,4-dioxane (20 mL) was added CDI (1.10 g), followed by heating and stirring at 70° C. for 7 hours. The reaction mixture was cooled to room temperature, and then the solvent was concentrated to a half of the volume under reduced pressure. To the obtained residue was added water (30 mL), followed by adjusting to pH 4 by the addition of concentrated hydrochloric acid under ice-cooling, and stirring at the same temperature for 1 hour. The resulting solid was collected by filtration to obtain 5-(trifluoromethoxy)-1,3-benzoxazol-2(3H)-one (830 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08937087B2
Source datasetuspto-grants-2015_01
ORD IDord-e77aa613571342ab8da8fabcf7a48f60
Source noteuspto-grants-2015_01