3-(Pyridin-3-yl)cyclohex-2-en-1-one → 3-(Pyridin-3-yl)cyclohexanone

HRID 1458358Notes

Reaction equation

HRID 1458358 reaction equation
[H][H].[N:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]2[CH2:14][CH2:13][CH2:12][C:11](=[O:15])[CH:10]=2)[CH:4]=1>[Pt]=O>[N:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH:9]2[CH2:14][CH2:13][CH2:12][C:11](=[O:15])[CH2:10]2)[CH:4]=1

Participants

4

Reactant 2

HCID 134025713-(Pyridin-3-yl)cyclohex-2-en-1-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 221008783-(Pyridin-3-yl)cyclohexanoneYield 33.8%

Reagents, catalysts & solvents 1

HCID 82844Platinum oxide (PtO)Catalyst

Procedure

To a solution of 3-pyridin-3-yl-cyclohex-2-enone (1.25 g in 50 mL ethanol) was added 164 mg of platinum oxide catalyst and the mixture subjected to hydrogen at 40 psi. After 2 hours, the catalyst was removed by filtration and the filtrate concentrated in vacuo. Purification of the residue by flash chromatography on silica gel (ethyl acetate:hexane, 1:1) gave the title compound (427 mg).

Workup

  1. customthe catalyst was removed by filtration
  2. concentrationthe filtrate concentrated in vacuo
  3. customPurification of the residue by flash chromatography on silica gel (ethyl acetate:hexane, 1:1)

Sources & evidence

ORD record
ord-698989007a404616abe6a07dcf4d9e7e
Source dataset
uspto-grants-1998_12
Patent number
US05849764

Reaction notes

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