Reaktion #82987

Reaktionsgleichung

Trimethyl cyclopropane-1,2,3-tricarboxylate

sodium hydroxide

hydrochloric acid

→

cyclopropane-1,2,3-tricarboxylic acid

Ausbeute 97.0%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheating
2. 2
   Temperaturunder reflux for one hour
3. 3
   Temperaturcooling the reaction product
4. 4
   Einengenconcentrating the reaction solution
5. 5
   workup.ADDITIONadding acetone (200 ml) to the concentrated residue
6. 6
   Temperaturheating the mixture
7. 7
   Temperaturunder reflux for 2 hours
8. 8
   Filtrationfiltering off the precipitate
9. 9
   Einengenconcentrating the filtrate under reduced pressure

Vorschrift

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%).

Quelle