Acrylonitrile → Heptanedinitrile, 4,4-diacetyl-

HRID 1375107Notes

Reaction equation

HRID 1375107 reaction equation
[OH-].[K+].[CH3:3][C:4](=[O:9])[CH2:5][C:6](=[O:8])[CH3:7].[C:10](#[N:13])[CH:11]=[CH2:12]>CO>[C:6]([C:5]([C:4](=[O:9])[CH3:3])([CH2:12][CH2:11][C:10]#[N:13])[CH2:12][CH2:11][C:10]#[N:13])(=[O:8])[CH3:7]

Participants

5

Reactant 3

HCID 7855AcrylonitrileHCID 14797Potassium HydroxideHCID 31261Acetylacetone

Product 1

HCID 21395Heptanedinitrile, 4,4-diacetyl-

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

After addition of 0.25 g of KOH, dissolved in 2.5 ml of methanol, to 15.0 g of 2,4-pentandione, 35.0 g of acrylonitrile was added dropwise with the reaction temperature not exceeding 40° C. The product which was precipitated during the process was filtered off, washed with a small amount of acetone, and dried. Melting point: 185–186° C. Purity>98%. The product was colorless.

Workup

  1. additionwas added dropwise with the reaction temperature not
  2. customexceeding 40° C
  3. customThe product which was precipitated during the process
  4. filtrationwas filtered off
  5. washwashed with a small amount of acetone
  6. customdried

Sources & evidence

ORD record
ord-758eda3c20a4438ca313d26eead9b2f5
Source dataset
uspto-grants-2007_01
Patent number
US07166648B2

Reaction notes

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