Hydrochloric Acid → 2-Aminocyclohexan-1-one hydrochloride

HRID 1670531

Reaction equation

HRID 1670531 reaction equation
[N+:1]([CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][C:5]1=[O:10])([O-])=O.[ClH:11].[H][H]>[Pt].C(O)C>[ClH:11].[NH2:1][CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][C:5]1=[O:10]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 5212412-NitrocyclohexanoneHCID 178418361HCID 178418361, compound

Product 1

HCID 112751042-Aminocyclohexan-1-one hydrochlorideYield 40%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

Add 2-nitrocyclohexanone (7.0 g, 48.9 mmol), 5% platinum sulfided on carbon (500 mg), ethanol (120 mL) and concentrated hydrochloric acid (6 mL) to a pressure vessel under a nitrogen atmosphere. Pressurize the vessel to 50 psi with hydrogen and stir the mixture for 3 h. Filter the mixture through Celite® and wash with ethanol followed by DCM under a nitrogen atmosphere. Concentrate the filtrate in vacuo. Slurry the residue in acetone (50 mL) and filter. Collect the solid to obtain the desired intermediate (2.2 g, 40%).

Workup

  1. filtrationFilter the mixture through Celite®
  2. washwash with ethanol
  3. concentrationConcentrate the filtrate in vacuo
  4. filtrationfilter
  5. customCollect the solid

Sources & evidence

ORD record
ord-13a8e41b12f544768e21eb20640b1a6d
Source dataset
uspto-grants-2011_08
Patent number
US07994163B2

Linked notes

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