Malononitrile → HCID 5061445, compound

HRID 1587459Notes

Reaction equation

HRID 1587459 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([CH:7]=[CH:8][CH:9]=O)=[CH:5][CH:4]=1.[C:13](#[N:17])[CH2:14][C:15]#[N:16]>C(O)C.N1CCCCC1>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([CH:7]=[CH:8][CH:9]=[C:14]([C:13]#[N:17])[C:15]#[N:16])=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 8010MalononitrileHCID 2309953-(4-Methoxyphenyl)prop-2-enal

Product 1

HCID 5061445HCID 5061445, compoundYield 90.7%

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Procedure

To 0.52 g (3.2 mmol) of the aldehyde from step (a) and 0.26 g (4 mmol) malononitrile in 30 ml ethanol was added 2 drops piperidine and the reaction mixture was refluxed for 40 minutes, cooled, filtered and washed with ethanol to yield 0.61 g (90% yield) of an orange solid, m.p. 160° C.

Workup

  1. temperaturethe reaction mixture was refluxed for 40 minutes
  2. temperaturecooled
  3. filtrationfiltered
  4. washwashed with ethanol

Sources & evidence

ORD record
ord-402e3a7d2cbf40048cfe2a030fdc97cf
Source dataset
uspto-grants-1993_06
Patent number
US05217999

Reaction notes

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