Benzaldehyde → Benzeneacetonitrile, .alpha.-(phenylmethylene)-

HRID 1764541Notes

Reaction equation

HRID 1764541 reaction equation
[CH2:1]([C:8]#[N:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:10](=O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.O(C(OC)=O)[Na]>CO>[C:2]1([C:1](=[CH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8]#[N:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 8794PhenylacetonitrileHCID 178502573HCID 178502573, compound

Product 1

HCID 95328Benzeneacetonitrile, .alpha.-(phenylmethylene)-

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

12 Grams of benzyl cyanide and 11 grams of benzaldehyde with 10 grams of NaOCOOCH3 are dissolved in 100 mls methanol and refluxed during two hours. The sodium carbonate is collected, hot, on a filter and the solvent is evaporated in a vacuo. There are obtained 22 grams of phenylcinnamonitrile, having Na2CO3 as an impurity. The pure product is obtained by washing with water.

Workup

  1. temperaturerefluxed during two hours
  2. customThe sodium carbonate is collected
  3. filtrationhot, on a filter
  4. customthe solvent is evaporated in a vacuo

Sources & evidence

ORD record
ord-eafbc63d1ca149a196e1f774f0dfaba8
Source dataset
uspto-grants-1978_09
Patent number
US04116997

Reaction notes

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