Hydrochloric Acid → 3-Ethylpiperidin-4-one--hydrogen chloride (1/1)

HRID 1815818Notes

Reaction equation

HRID 1815818 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11](=[O:14])[C:10]([CH2:19][CH3:20])(C(OC)=O)[CH2:9]1)=O)(C)(C)C.[ClH:21]>>[ClH:21].[CH2:19]([CH:10]1[C:11](=[O:14])[CH2:12][CH2:13][NH:8][CH2:9]1)[CH3:20]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 179057301-tert-Butyl 3-methyl 3-ethyl-4-oxopiperidine-1,3-dicarboxylate

Product 1

HCID 224957443-Ethylpiperidin-4-one--hydrogen chloride (1/1)Yield 55%

Procedure

A mixture of 28.2 gm (98.8 mMol) methyl 1-tert-butoxycarbonyl-4-oxo-3-ethyl-3-piperidinecarboxylate and 6N hydrochloric acid was heated at reflux for about 16 hours. The reaction mixture was concentrated under reduced pressure and the residue dissolved in ethanol. This solution was concentrated under reduced pressure to azeotropically remove water. This procedure was repeated twice to provide 7.0 gm (55%) of the desired compound.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for about 16 hours
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. dissolutionthe residue dissolved in ethanol
  5. concentrationThis solution was concentrated under reduced pressure to azeotropically remove water

Sources & evidence

ORD record
ord-d814f4e9ab2b4c56a24054e3ac124f0d
Source dataset
uspto-grants-2005_04
Patent number
US06881733B1

Reaction notes

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