Cyanoacetic acid → (1-Ethyl-1,2,3,6-tetrahydropyrid-4-yl)acetonitrile

HRID 219763

Reaction equation

HRID 219763 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][C:6](=O)[CH2:5][CH2:4]1)[CH3:2].[C:10]([CH2:12]C(O)=O)#[N:11]>C1(C)C=CC=CC=1>[CH2:1]([N:3]1[CH2:8][CH:7]=[C:6]([CH2:12][C:10]#[N:11])[CH2:5][CH2:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 9740Cyanoacetic acidHCID 771591-Ethylpiperidin-4-one

Product 1

HCID 66602178(1-Ethyl-1,2,3,6-tetrahydropyrid-4-yl)acetonitrileYield 122.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2.9 g of 1-ethyl-4-piperidone, 3.3 g of cyanoacetic acid and 36 ml of toluene are placed in a round-bottomed flask equipped with a magnetic stirrer, and under a stream of nitrogen. The mixture is refluxed for 4 hours, while removing the water using Markusson apparatus. The solvent is evaporated off under vacuum. 4.2 g of oil are obtained.

Workup

  1. customequipped with a magnetic stirrer
  2. temperatureThe mixture is refluxed for 4 hours
  3. customwhile removing the water using Markusson apparatus
  4. customThe solvent is evaporated off under vacuum

Sources & evidence

ORD record
ord-9a34e0d9277f498ebb1ff39c1fbc7ffc
Source dataset
uspto-grants-2012_06
Patent number
US08202871B2

Linked notes

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