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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81594Generated: October 30, 2026

Potassium tert-butoxide → 5-(5-Bromo-2-fluoro-phenyl)-5-difluoromethyl-[1,4]oxazepan-3-one

https://huagongshe.com/reaction/81594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium tert-butoxideHCID 23665647—
ReactantN-[1-(5-bromo-2-fluoro-phenyl)-1-difluoromethyl-3-hydroxy-propyl]-2-chloro-acetamideHCID 66665589—
Solventtert-ButanolHCID 6386—
SolventTetrahydrofuranHCID 8028—
Product5-(5-Bromo-2-fluoro-phenyl)-5-difluoromethyl-[1,4]oxazepan-3-oneHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846658B2
Source datasetuspto-grants-2014_09
ORD IDord-f7b3c930574649ce94175d4633c968ec
Source noteuspto-grants-2014_09