HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 1,2-Benzisoxazole, 6-bromo-3-(trifluoromethyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 1-(4-Bromo-2-fluoro-phenyl)-2,2,2-trifluoro-ethanone oxime | HCID 86635139 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1,2-Benzisoxazole, 6-bromo-3-(trifluoromethyl)- | HCID 66958186 | 67.3% |
Reaction Conditions
| Temperature | 150 °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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906914B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-1233bc12bf504ff08f4d17e39c76578c |
| Source note | uspto-grants-2014_12 |