Реакция #48728

Уравнение реакции

sodium hydroxide

(+/−)-trans-cyclopropane-1,2-dicarboxylic acid diethyl ester

water

→

desired compound

Выход 88.7%

(+/−)-trans-cyclopropane-1,2-dicarboxylic acid monoethyl ester

Выход 88.7%

Растворители

ethanol

acetone

Условия реакции

Обработка

1. 1
   workup.ADDITIONPour
2. 2
   Экстракцияextract with ethyl acetate (1×70 mL)
3. 3
   Концентрированиеconcentrate under reduced pressure
4. 4
   ФильтрацияAdd ethyl acetate and filter the resulting slurry
5. 5
   КонцентрированиеConcentrate the filtrate under reduced pressure

Методика

Add a solution of 0.709 g (17.72 mmol) sodium hydroxide in 7.38 mL ethanol to a solution of (+/−)-trans-cyclopropane-1,2-dicarboxylic acid diethyl ester (3.00 g, 16.11 mmol) in 36.9 mL acetone. Stir at room temperature for 24 hours. Pour reaction mixture into 100 mL water and extract with ethyl acetate (1×70 mL). Acidify the aqueous layer with 5N HCl and concentrate under reduced pressure. Add ethyl acetate and filter the resulting slurry. Concentrate the filtrate under reduced pressure to provide the desired compound (2.26 g, 88.7%).

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