Реакция #82987

Уравнение реакции

Trimethyl cyclopropane-1,2,3-tricarboxylate

sodium hydroxide

hydrochloric acid

→

cyclopropane-1,2,3-tricarboxylic acid

Выход 97.0%

Растворители

methanol

Условия реакции

Обработка

1. 1
   Температураheating
2. 2
   Температураunder reflux for one hour
3. 3
   Температураcooling the reaction product
4. 4
   Концентрированиеconcentrating the reaction solution
5. 5
   workup.ADDITIONadding acetone (200 ml) to the concentrated residue
6. 6
   Температураheating the mixture
7. 7
   Температураunder reflux for 2 hours
8. 8
   Фильтрацияfiltering off the precipitate
9. 9
   Концентрированиеconcentrating the filtrate under reduced pressure

Методика

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%).

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