HCID 13970723, compound → 1-Nitro-2-(3,4-dimethoxyphenyl)cyclohexane

HRID 361305Notes

Reaction equation

HRID 361305 reaction equation
[N+:1]([CH:4]1[CH:9]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=2)[CH2:8][CH:7]=[CH:6][CH2:5]1)([O-:3])=[O:2].[H][H]>C(OCC)(=O)C.[Pd]>[N+:1]([CH:4]1[CH2:5][CH2:6][CH2:7][CH2:8][CH:9]1[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1)([O-:3])=[O:2]

Participants

5

Reactant 2

HCID 13970723HCID 13970723, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 537264301-Nitro-2-(3,4-dimethoxyphenyl)cyclohexaneYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To 10 mmol of 4-nitro-5-(3,4-dimethoxyphenyl)cyclohexene in 100 mL of ethyl acetate was added 200 mg of 10% palladium on carbon. The resulting suspension was shaken at 50 psi of hydrogen on a Parr Apparatus for one hour. The catalyst was removed by filtration through Celite® diatomaceous earth and the filtrate evaporated to dryness in vacuo to give a 91% yield of the desired product based on 1H NMR.

Workup

  1. customThe catalyst was removed by filtration through Celite® diatomaceous earth
  2. customthe filtrate evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-0e0f383153a34c4e82c638329390a76c
Source dataset
uspto-grants-1999_02
Patent number
US05866513

Reaction notes

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