Reaction #1394

Reaction equation

trimethylpyruvic acid sodium salt

hydroxylamine hydrochloride

→

trimethylpyruvic acid oxime

Yield 81.2%

Solvents

water

Conditions

Workup

1. 1
   OtherThe product crystallized out
2. 2
   Temperatureduring slow cooling under agitation
3. 3
   FiltrationAfter 1.5 h agitation in an ice bath the crystals were filtered off
4. 4
   Washwashed with 150 ml ice water
5. 5
   Otherdried in a vacuum at 60° C.
6. 6
   Dryingfurther dried in a vacuum desiccator over phosphorus pentaoxide to constant weight

Procedure

163 g (1 mole) 93.5% trimethylpyruvic acid sodium salt and 69.5 g (1 mole) hydroxylamine hydrochloride were dissolved at 40° C. in 450 ml water. The product crystallized out during slow cooling under agitation. After 1.5 h agitation in an ice bath the crystals were filtered off, washed with 150 ml ice water, dried in a vacuum at 60° C., and then further dried in a vacuum desiccator over phosphorus pentaoxide to constant weight. 117.8 g trimethylpyruvic acid oxime (81% yield) in the form of colorless crystals were obtained.

Source