Malononitrile → (2,2-Dimethylpropanoyl)propanedinitrile

HRID 1885342Notes

Reaction equation

HRID 1885342 reaction equation
[C:1](Cl)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[C:8](#[N:12])[CH2:9][C:10]#[N:11].C(N(CC)CC)C>C(Cl)Cl>[C:1]([CH:9]([C:8]#[N:12])[C:10]#[N:11])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 8010MalononitrileHCID 8471TriethylamineHCID 62493Pivaloyl chloride

Product 1

HCID 18424095(2,2-Dimethylpropanoyl)propanedinitrile

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Pivaloyl chloride (60 g) and malononitrile (33 g) were dissolved in methylene chloride (500 ml) and were placed in a flask equipped with a stirrer and a dropping funnel. Triethylamine (100 g) was added slowly with cooling over a period of 45 minutes. The triethylamine hydrochloride was removed and the filtrate was concentrated to about half volume. The solution was poured onto ice, acidified strongly with concentrated hydrochloric acid and the resulting product was filtered off and air dried.

Workup

  1. customwere placed in a flask
  2. customequipped with a stirrer and a dropping funnel
  3. temperaturewith cooling over a period of 45 minutes
  4. customThe triethylamine hydrochloride was removed
  5. concentrationthe filtrate was concentrated to about half volume
  6. additionThe solution was poured onto ice
  7. filtrationthe resulting product was filtered off
  8. customair dried

Sources & evidence

ORD record
ord-ae9c5f479cd94a068211661bcb45528a
Source dataset
uspto-grants-1992_09
Patent number
US05144015

Reaction notes

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