Sulfuric Acid → trimethylpyruvic acid N-acetylamide

HRID 1164670Notes

Reaction equation

HRID 1164670 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

First 25.6 g (0.25 mole) of acetic anhydride and then 27.8 g (0.25 mole) of pivaloyl cyanide were introduced, in each case at room temperature, into 49.0 g (0.5 mole) of concentrated sulphuric acid already in the reaction vessel. After subsequently stirring the reaction mixture for 4 hours, 150 g of ice-water were added and the mixture was stirred thoroughly. The reaction product which precipitated was filtered off, washed with 100 ml of water and dried. 37.0 g (86.5% of theory) of trimethylpyruvic acid N-acetylamide were obtained as colorless, glistening flakes of melting point 82° to 84° C.; content according to determination by gas chromatography: >99%. No additional purification operations were required for further reactions.

Workup

  1. stirringthe mixture 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-76f9b6f71dcf44bd8842fd8c2311c00f
Source dataset
uspto-grants-1983_01
Patent number
US04370498

Reaction notes

Loading…