Reaktion #954612

Reaktionsgleichung

2-(4-chlorophenoxy)-isobutyryl chloride

5,5-dimethyl-2-phenylthiazolidine-4(S)-carboxylic acid

triethylamine

→

title compound

3-[2-(4-Chlorophenoxy)-isobutyryl]-5,5-dimethyl-2(S)-phenylthiazolidine-4(S)-carboxylic acid

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONis added
2. 2
   workup.STIRRINGunder stirring
3. 3
   workup.STIRRINGAfter stirring for 3 hours
4. 4
   Waschenthe solution is washed with water
5. 5
   Trocknendried over anhydrous magnesium sulphate
6. 6
   Sonstigeevaporated
7. 7
   SonstigeThe obtained syrup is recrystallized from methanol
8. 8
   workup.ADDITIONby adding water

Vorschrift

1.17 g (5 mmoles) of 5,5-dimethyl-2-phenylthiazolidine-4(S)-carboxylic acid and 0.7 ml of triethylamine are dissolved in 20 ml of dichloromethane while stirring and the solution is cooled to 0° C. Then, 2-(4-chlorophenoxy)-isobutyryl chloride dissolved in 4 ml of dichloromethane is added under stirring. After stirring for 3 hours, the solution is washed with water, dried over anhydrous magnesium sulphate and evaporated. The obtained syrup is recrystallized from methanol by adding water to give the title compound in a yield of 1.39 g (64%), m.p.: 177°-181° C., [α]D21 =0° (c=0.94, dimethylsulphoxide).

Quelle