HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium tert-butoxide → 5-(5-Bromo-2-fluoro-phenyl)-5-difluoromethyl-[1,4]oxazepan-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | N-[1-(5-bromo-2-fluoro-phenyl)-1-difluoromethyl-3-hydroxy-propyl]-2-chloro-acetamide | HCID 66665589 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(5-Bromo-2-fluoro-phenyl)-5-difluoromethyl-[1,4]oxazepan-3-one | HCID 66665599 | — |
Reaction Steps
To a refluxing solution of potassium tert-butylate (1.63 g, 14.52 mmol) in 555 ml t-BuOH was added dropwise a solution of) N-[1-(5-bromo-2-fluoro-phenyl)-1-difluoromethyl-3-hydroxy-propyl]-2-chloro-acetamide (2.72 g, 7.26 mmol) in 45 ml THF over a period of 40 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 Na2SO4 and evaporated. The crude product was crystallized from DCM/TBME to provide 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-f7b3c930574649ce94175d4633c968ec |
| Source note | uspto-grants-2014_09 |