Diethyl Ether → Propionitrile

HRID 1438770Notes

Reaction equation

HRID 1438770 reaction equation
C([O:3][CH2:4][CH3:5])C.[C:6]([NH2:10])(=O)[CH:7]=[CH2:8]>C(O)C>[CH2:5]([C:6]#[N:10])[CH2:4][OH:3].[C:6](#[N:10])[CH2:7][CH3:8]

Participants

5

Reactant 2

HCID 3283Diethyl EtherHCID 6579Acrylamide

Product 2

HCID 7854PropionitrileHCID 8011Hydracrylonitrile

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

After the reaction, the catalyst was filtered off and the filtrate was evaporated to yield 0.85 g. of a white crystalline product. The product was dissolved into a mixture of diethyl ether and ethanol and recrystallized therefrom to obtain a white crystalline product having a melting point of 84.5°-85° C. This product was identified as acrylamide, as the result of gas chromatographic analysis, elementary analysis, IR analysis and NMR analysis. Very small amounts of ethylene cyanohydrin and propionitrile were obtained as by-products.

Workup

  1. customAfter the reaction
  2. filtrationthe catalyst was filtered off
  3. customthe filtrate was evaporated
  4. customto yield 0.85 g
  5. customrecrystallized
  6. customto obtain a white crystalline product
  7. customas the result of gas chromatographic analysis, elementary analysis, IR analysis and NMR analysis

Sources & evidence

ORD record
ord-efeb69999c3b4af0b9c351e29c7d3359
Source dataset
uspto-grants-1977_11
Patent number
US04056565

Reaction notes

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