Sulfuric Acid → trimethylpyruvic acid N-acetylamide

HRID 1981956Notes

Reaction equation

HRID 1981956 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[C:8]([C:14]#[N:15])(=[O:13])[C:9]([CH3:12])([CH3:11])[CH3:10].S(=O)(=O)(O)[OH:17]>>[C:1]([NH:15][C:14](=[O:17])[C:8]([C:9]([CH3:12])([CH3:11])[CH3:10])=[O:13])(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 945273,3-Dimethyl-2-oxobutanenitrile

Product 1

HCID 12769196trimethylpyruvic acid N-acetylamideYield 86.5%

Procedure

25.6 g (0.25 mol) of acetic anhydride, followed by 27.8 g (0.25 mol) of pivaloyl cyanide, were introduced, in each case at room temperature, into 49.0 g (0.5 mol) of concentrated sulphuric acid. After a further 4 hours' stirring, 150 g of ice water were added to the reaction mixture and the batch was stirred thoroughly. The reaction product which precipitated was filtered off, washed with 100 ml of water and dried. 37.0 g (86% of theory) of trimethylpyruvic acid N-acetylamide were obtained as colorless glistening flakes of melting point 82° to 84° C.; purity, according to gas-chromatographic determination, >98%.

Workup

  1. stirringthe batch was stirred thoroughly
  2. customThe reaction product which precipitated
  3. filtrationwas filtered off
  4. washwashed with 100 ml of water
  5. customdried

Sources & evidence

ORD record
ord-936286c2330b4a939b554c2682019944
Source dataset
uspto-grants-1986_06
Patent number
US04594427

Reaction notes

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