Reacción #82987

Ecuación de reacción

Trimethyl cyclopropane-1,2,3-tricarboxylate

sodium hydroxide

hydrochloric acid

→

cyclopropane-1,2,3-tricarboxylic acid

Rendimiento 97.0%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheating
2. 2
   Temperaturaunder reflux for one hour
3. 3
   Temperaturacooling the reaction product
4. 4
   Concentraciónconcentrating the reaction solution
5. 5
   workup.ADDITIONadding acetone (200 ml) to the concentrated residue
6. 6
   Temperaturaheating the mixture
7. 7
   Temperaturaunder reflux for 2 hours
8. 8
   Filtraciónfiltering off the precipitate
9. 9
   Concentraciónconcentrating the filtrate under reduced pressure

Procedimiento

Trimethyl cyclopropane-1,2,3-tricarboxylate (20.6 g, 95.2 mmols) was dissolved in methanol (200 ml), followed by dropwise adding sodium hydroxide (23.7 g, 593 mmol) (dissolved in water (100 ml)) at room temperature, thereafter heating and reacting the mixture under reflux for one hour, cooling the reaction product, adding conc. hydrochloric acid (40 g, 1.1 mol), concentrating the reaction solution, adding acetone (200 ml) to the concentrated residue, heating the mixture under reflux for 2 hours, filtering off the precipitate, and concentrating the filtrate under reduced pressure, to obtain cyclopropane-1,2,3-tricarboxylic acid (16.0 g, 91.9 mmol, 97%).

Fuente