HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium tert-butoxide → 5-(2-Fluoro-phenyl)-5-trifluoromethyl-[1,4]oxazepan-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 66666097 | HCID 66666097 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(2-Fluoro-phenyl)-5-trifluoromethyl-[1,4]oxazepan-3-one | HCID 66665933 | 76.1% |
Reaction Steps
To a refluxing solution of potassium tert-butylate (1.31 g, 11.29 mmol) in 43 ml t-BuOH was added dropwise a solution of 2-chloro-N-[1-(2-fluoro-phenyl)-3-hydroxy-1-trifluoromethyl-propyl]-acetamide (1.77 g, 5.64 mmol) in 35 ml THF over a period of 60 minutes. The reaction mixture was cooled down and quenched with 1N HCl. EtOAc was added and the organic layer was washed with brine, dried with MgSO4.H2O and evaporated. The crude product was purified on a silica gel column by eluting with hexane/EtOAc 3/1->2.5/1 to give 1.19 g of the title compound as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846658B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-19e7f79cfc9145e98d25050565c21890 |
| Source note | uspto-grants-2014_09 |