Reacción #48728

Ecuación de reacción

sodium hydroxide

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

water

→

desired compound

Rendimiento 88.7%

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

Rendimiento 88.7%

Disolventes

ethanol

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONPour
2. 2
   Extracciónextract with ethyl acetate (1×70 mL)
3. 3
   Concentraciónconcentrate under reduced pressure
4. 4
   FiltraciónAdd ethyl acetate and filter the resulting slurry
5. 5
   ConcentraciónConcentrate the filtrate under reduced pressure

Procedimiento

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%).

Fuente