Piperidine → 1-(2-Ethylhexyl)-3-cyano-4,6-dimethylpyrid-2-one

HRID 2419964

Reaction equation

HRID 2419964 reaction equation
[CH2:1]([CH:3]([CH2:11][CH2:12][CH2:13][CH3:14])[CH2:4][NH:5][C:6](=[O:10])[CH2:7][C:8]#[N:9])[CH3:2].[CH3:15][C:16](=O)[CH2:17][C:18](=O)[CH3:19].N1CCCCC1>>[CH2:1]([CH:3]([CH2:11][CH2:12][CH2:13][CH3:14])[CH2:4][N:5]1[C:16]([CH3:15])=[CH:17][C:18]([CH3:19])=[C:7]([C:8]#[N:9])[C:6]1=[O:10])[CH3:2]

Participants

4

Reactant 3

HCID 8082PiperidineHCID 31261AcetylacetoneHCID 45907042-cyano-N-(2-ethylhexyl)acetamide

Product 1

HCID 203121801-(2-Ethylhexyl)-3-cyano-4,6-dimethylpyrid-2-oneYield 60%

Procedure

A mixture of N-(2-ethylhexyl)cyanoacetamide (201.5 g., 1.0 mole), 2,4-pentanedione (100 g., 1.0 mole), piperidine (10 g.) and 2-B-ethanol 300 ml. is refluxed for 24 hours, cooled to room temperature and the solid precipitate is collected by filtration to give 155 g. (60% yield), mp. 84°-89° C. The solid when recrystallized from petroleum ether/benzene has a mp. 89°-90° C.

Workup

  1. temperatureis refluxed for 24 hours
  2. filtrationthe solid precipitate is collected by filtration
  3. customto give 155 g
  4. customThe solid when recrystallized from petroleum ether/benzene

Sources & evidence

ORD record
ord-21316e8dd7b04c01b78e101ae13ed5b2
Source dataset
uspto-grants-1978_08
Patent number
US04108630

Linked notes

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