HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-Cyclopropylethynyl-6-hydroxy-4-trifluoromethyl-1,4-dihydro-benzo [d][1,3]oxazin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 4-Cyclopropylethynyl-6-(2-methoxy-ethoxymethoxy)-4-trifluoromethyl-1,4-dihydro-benzo[d][1,3]oxazin-2-one | HCID 68800556 | — |
| Product | 4-Cyclopropylethynyl-6-hydroxy-4-trifluoromethyl-1,4-dihydro-benzo [d][1,3]oxazin-2-one | HCID 11426473 | 96% |
Reaction Steps
To 150 mg (0.39 mmol) of 8 was added 2 mL of trifluoroacetic acid. The mixture was allowed to stir at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified by preparative thin layer chromatography (2 mm silica gel plate, E. Merck) using 5% methanol in dichloromethane to give 110 mg (0.37 mmol, 96%) of 9 as a colorless oil [LC-MS; M+H 298.1].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07420043B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-177e98ea4def436f989e3244efdd332d |
| Source note | uspto-grants-2008_09 |