TERT-BUTYL 3-FLUORO-4-OXOPIPERIDINE-1-CARBOXYLATE → 3-Fluoropiperidin-4-one hydrochloride

HRID 1095685Notes

Reaction equation

HRID 1095685 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]1

Participants

4

Reactant 2

HCID 10560711TERT-BUTYL 3-FLUORO-4-OXOPIPERIDINE-1-CARBOXYLATEHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 252105103-Fluoropiperidin-4-one hydrochlorideYield 99.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

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

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with EtOAc
  3. customdried in vacuo

Sources & evidence

ORD record
ord-b4fbdf22149544bd8b3264cde8c723f8
Source dataset
uspto-grants-2012_03
Patent number
US08138181B2

Reaction notes

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