Réaction #3722

Équation de réaction

clavulanic acid

potassium 2-ethylhexanoate

ethyl acetate

sulfuric acid

→

potassium clavulanate

Rendement 73.0%

Solvants

methyl isobutyl ketone

methyl isobutyl ketone

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONwas slowly added in order
2. 2
   ExtractionAfter extracting the said mixture
3. 3
   Autrethe extracts are separated
4. 4
   ExtractionThe remaining aqueous solution was further extracted with 100 ml of the solvent mixture three times
5. 5
   workup.ADDITIONAnhydrous magnesium sulfate (10 g) and activated carbon(10 g) were added to the
6. 6
   Extractioncombined extract
7. 7
   FiltrationThe mixture was suction-filtered through a filter
8. 8
   Lavagethe remaining material was washed with 50 ml of methyl isobutyl ketone
9. 9
   workup.ADDITIONwas slowly added to the
10. 10
    Extractionsaid extract
11. 11
    workup.STIRRINGthe mixture was agitated at 5° C. for 2 hours
12. 12
    FiltrationThe crystalline product was filtered
13. 13
    workup.WAITslurried with acetone at the same temperature for 2 hours
14. 14
    AutreThe crystalline was dried in a vacuum desiccator (30° C.) for about 5 hours

Mode opératoire

100 ml of the solvent mixture of ethyl acetate and methyl isobutyl ketone (4:1) already cooled to 5° C. was added to 100 ml of aqueous solution containing clavulanic acid (12 mg/ml). While agitating the mixture, 50% sulfuric acid was slowly added in order to control pH at 1.5. After extracting the said mixture, the extracts are separated. The remaining aqueous solution was further extracted with 100 ml of the solvent mixture three times. Anhydrous magnesium sulfate (10 g) and activated carbon(10 g) were added to the combined extract, and the resultant mixture was agitated at 5° C. for 30 minutes. The mixture was suction-filtered through a filter, and the remaining material was washed with 50 ml of methyl isobutyl ketone. A solution of potassium 2-ethylhexanoate (1.5 equivalent) dissolved in methyl isobutyl ketone was slowly added to the said extract, and the mixture was agitated at 5° C. for 2 hours. The crystalline product was filtered and slurried with acetone at the same temperature for 2 hours. The crystalline was dried in a vacuum desiccator (30° C.) for about 5 hours to obtain 1.07 g of potassium clavulanate (yield: 73%).

Source