Réaction #1519117

Équation de réaction

(2S,3R)-3-(n-butyl)-2-hydroxysuccinic dimethyl ester

NaOH

HCl

→

(2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid

Solvants

MeOH

water

Conditions de réaction

Traitement

1. 1
   Autrethe MeOH is removed
2. 2
   Autrethe crude reaction
3. 3
   Extractionextracted with EtOAc (3×50 mL)
4. 4
   SéchageThe combined organic layers are dried (Na2SO4)
5. 5
   Concentrationconcentrated

Mode opératoire

To (2S,3R)-3-(n-butyl)-2-hydroxysuccinic dimethyl ester B-3 in MeOH (28 mL) is added a solution of NaOH (2.2 g, 55 mmol) in water (28 mL). After 24 hours, the MeOH is removed, the crude reaction is acidified with HCl (6 N, 12 mL) to pH=1, and then extracted with EtOAc (3×50 mL). The combined organic layers are dried (Na2SO4) and concentrated to give (2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid B-4.

Source