Reaktion #554628

ord-272442f85e4d4c69a643fe206af32e1d

Reaktionsgleichung

CCOC(=O)CC(OCC)OCC
ethyl 3,3-diethoxypropanoate
[Na+].[OH-]
NaOH
Cl
HCl
CCOC(C)=O
EtOAc
CCOC(CC(=O)O)OCC
3,3-diethoxypropanoic acid
Ausbeute 96.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionthe aqueous layer was extracted with CH2Cl2
  2. 2
    TrocknenThe combined organic layers were dried over MgSO4
  3. 3
    Filtrationfiltered
  4. 4
    Sonstigeevaporated

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08623818B2uspto-grants-2014_01