Diethyl Ether → Propionitrile

HRID 1981654Notes

Reaction equation

HRID 1981654 reaction equation
[C:1]([NH2:5])(=O)[CH:2]=[CH2:3].C([O:8]CC)C>C(O)C>[CH2:2]([C:1]#[N:5])[CH2:3][OH:8].[C:1](#[N:5])[CH2:2][CH3:3]

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 in 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, based upon the results 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. customresults of gas chromatographic analysis, elementary analysis, IR analysis and NMR analysis

Sources & evidence

ORD record
ord-6270f3fee1a5403e8d5c7c4ed4a39878
Source dataset
uspto-grants-1986_06
Patent number
US04593123

Reaction notes

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