Sulfuric Acid → Trimethylpyruvic acid amide

55.5 g (0.5 mole) of pivaloyl cyanide and 2 g of ammonium chloride were introduced into a 500 ml three-necked flask. The mixture was cooled to -5° to 0° C. and 100 ml of concentrated sulphuric acid was added dropwise at this temperature. 18 ml (1 mole) of water were then added dropwise, also at -5° to 0° C. The reaction mixture was subsequently stirred at -5° to 0° C. for 12 hours and was then poured onto a solution of 350 g of sodium carbonate in 600 ml of water. It was extracted twice with 300 ml of methylene chloride each time. The combined organic phases were washed with 300 ml of water, dried over sodium sulphate and concentrated by distilling off the solvent in vacuo. Recrystallization from petroleum ether gave 66 g (51.2% of theory) of trimethylpyruvic acid amide of melting point 67° to 69° C.

1. temperatureThe mixture was cooled to -5° to 0° C.
2. extractionIt was extracted twice with 300 ml of methylene chloride each time
3. washThe combined organic phases were washed with 300 ml of water
4. dry with materialdried over sodium sulphate
5. concentrationconcentrated
6. distillationby distilling off the solvent in vacuo
7. customRecrystallization from petroleum ether

ORD record

ord-7180591d513c433996f3d0f35ba7f257

Source dataset

uspto-grants-1982_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04309538