Water → alpha-(2-Methylpropylidene)pyridine-2-acetonitrile

HRID 223698

Reaction equation

HRID 223698 reaction equation
O.[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]#[N:10].[CH:11](=O)[CH:12]([CH3:14])[CH3:13].N1CCCCC1>C1C=CC=CC=1.C(O)(=O)C>[CH3:11][CH:12]([CH3:14])[CH:13]=[C:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][N:2]=1)[C:9]#[N:10]

Participants

7

Reactant 4

HCID 962WaterHCID 6561IsobutyraldehydeHCID 8082PiperidineHCID 75959Pyridine-2-acetonitrile

Product 1

HCID 90767alpha-(2-Methylpropylidene)pyridine-2-acetonitrile

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 241BenzeneSolvent

Procedure

In a flask equipped with a water separator are placed 7 g of 2-pyridyl acetonitrile, 12.8 g of isobutyraldehyde, 0.9 ml of acetic acid, 0.18 ml of piperidine and 250 ml of dry benzene. The mixture is heated under reflux for 3 hours. After cooling, the reaction mixture is washed with water, the organic phase is dried over sodium sulfate then the solvent is evaporated to dryness.

Workup

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 3 hours
  3. temperatureAfter cooling
  4. washthe reaction mixture is washed with water
  5. dry with materialthe organic phase is dried over sodium sulfate
  6. customthe solvent is evaporated to dryness

Sources & evidence

ORD record
ord-8c24038a3fed4ea884fea50cdda5a581
Source dataset
uspto-grants-1982_10
Patent number
US04356177

Linked notes

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