Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1253932Generated: November 1, 2026

Tetrahydrofuran → 5-Bromo-6-fluoro-3H-benzooxazol-2-one

https://huagongshe.com/reaction/1253932

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant2-Amino-4-bromo-5-fluorophenolHCID 38372299—
SolventEthyl AcetateHCID 8857—
Product5-Bromo-6-fluoro-3H-benzooxazol-2-oneHCID 66797869—

Reaction Conditions

Temperature60 °C

Reaction Steps

A flask was charged with 2-amino-4-bromo-5-fluorophenol (3.3 g, 18.84 mmol) and THF (200 mL), and CDI (3.05 g, 18.84 mmol) was added. The mixture was heated to 60° C. for 2 h. The mixture was diluted with EtOAc and washed with 1N HCl in water. The organic phase was dried over Na2SO4 and concentrated to give 5-bromo-6-fluorobenzo[d]oxazol-2(3H)-one. 1H NMR (400 MHz, DMSO-d6) δppm 7.38 (d, J=6.06 Hz, 1H) 7.56 (d, J=8.34 Hz, 1H) 11.88 (br. s., 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455522B2
Source datasetuspto-grants-2013_06
ORD IDord-1251aa78d06d4940bf0e8acb0023e070
Source noteuspto-grants-2013_06