Tert-butyl 3-fluoro-4-oxopiperidine-1-carboxylate → 3-Fluoropiperidin-4-one hydrochloride
Reaction equation
[F:1][CH:2]1[C:7](=[O:8])[CH2:6][CH2:5][N:4](C(OC(C)(C)C)=O)[CH2:3]1.[ClH:16].O1CCOCC1>CCOC(C)=O>[ClH:16].[F:1][CH:2]1[C:7](=[O:8])[CH2:6][CH2:5][NH:4][CH2:3]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a hazy solution of tert-butyl 3-fluoro-4-oxopiperidine-1-carboxylate (52.66 g, 242 mmol) in EtOAc (1 L) was added 4M HCl/dioxane (303 mL, 1212 mmol). The mixture was allowed to stir at ambient temperature for 16 hours. The resulting precipitate was collected by filtration, washed with EtOAc and dried in vacuo to afford 37 g (99%) of desired product as a solid.
Workup
- filtrationThe resulting precipitate was collected by filtration
- washwashed with EtOAc
- customdried in vacuo
Sources & evidence
- ORD record
- ord-b4fbdf22149544bd8b3264cde8c723f8
- Source dataset
- uspto-grants-2012_03
- Patent number
- US08138181B2
Reaction notes
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