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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1400012Generated: November 1, 2026

Tetrahydrofuran → 1,2-Benzisoxazole, 6-bromo-3-(trifluoromethyl)-

https://huagongshe.com/reaction/1400012

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant1-(4-Bromo-2-fluoro-phenyl)-2,2,2-trifluoro-ethanone oximeHCID 86635139—
SolventDichloromethaneHCID 6344—
Product1,2-Benzisoxazole, 6-bromo-3-(trifluoromethyl)-HCID 6695818667.3%

Reaction Conditions

Temperature150 °C

Reaction Steps

A solution consisting of 1-(4-bromo-2-fluoro-phenyl)-2,2,2-trifluoro-ethanone oxime (3.2 g, 11 mmol), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (1.1 mL, 7.4 mmol) and THF (42 mL) was heated at 150° C. via microwave irradiation for 30 min. The reaction mixture was diluted with CH2Cl2 (25 mL) and washed with HCl (1 N aq., 25 mL). The organic layer was then dried (Na2SO4), concentrated and purified (FCC) to yield the title compound (1.97 g, 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906914B2
Source datasetuspto-grants-2014_12
ORD IDord-1233bc12bf504ff08f4d17e39c76578c
Source noteuspto-grants-2014_12