3-Cyclohexyl-2-dimethoxymethylacrylonitrile → 2-Cyano-3-cyclohexylpropionaldehyde dimethylacetal

HRID 496824Notes

Reaction equation

HRID 496824 reaction equation
[CH:1]1([CH:7]=[C:8]([CH:11]([O:14][CH3:15])[O:12][CH3:13])[C:9]#[N:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H][H]>[Pd].CO>[CH3:13][O:12][CH:11]([O:14][CH3:15])[CH:8]([C:9]#[N:10])[CH2:7][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 543234033-Cyclohexyl-2-dimethoxymethylacrylonitrileHCID 178418361HCID 178418361, compound

Product 1

HCID 223232782-Cyano-3-cyclohexylpropionaldehyde dimethylacetalYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3-Cyclohexyl-2-dimethoxymethylacrylonitrile, obtained from Example 3 (8.3 g, 0.04 mol), methanol (100 mL) and 10% palladium on carbon (0.3 g) were shaken together in a Parr bottle under 50 psig hydrogen pressure for 30 minutes. The catalyst was removed by filtration and the methanol was evaporated in vacuo to give the product as a pale-yellow oil (8.3 g, 100%).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe methanol was evaporated in vacuo

Sources & evidence

ORD record
ord-f51495ac65cc43e7aab30dde478de38e
Source dataset
uspto-grants-2005_09
Patent number
US06946554B2

Reaction notes

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