Réaction #554628

Équation de réaction

ethyl 3,3-diethoxypropanoate

NaOH

HCl

EtOAc

→

3,3-diethoxypropanoic acid

Rendement 96.0%

Solvants

water

Conditions de réaction

Traitement

1. 1
   Extractionthe aqueous layer was extracted with CH2Cl2
2. 2
   SéchageThe combined organic layers were dried over MgSO4
3. 3
   Filtrationfiltered
4. 4
   Autreevaporated

Mode opératoire

A solution of ethyl 3,3-diethoxypropanoate (4.2 g, 22.0 mmol, 1 eq) and NaOH (1.1 g, 28 mmol, 1.3 eq) in water (8 mL) was heated in a 110° C. oil bath for 1.25 h. The reaction was then cooled to 0° C. and was stirred with concentrated HCl (2.3 mL) and EtOAc (20 mL). The organic layer was saved, and the aqueous layer was extracted with CH2Cl2. The combined organic layers were dried over MgSO4, filtered, and evaporated to afford 3,3-diethoxypropanoic acid (3.41 g, 96% yield) as an orange oil, which was used in the next step without any further purification.

Source