Reaktion #554303

Reaktionsgleichung

chloroform methyl alcohol

sodium hydroxide

3,5-diethoxycarbonyl-1,4-dihydro-2,6-dimethyl-4-(3-ethynylphenyl)pyridine

3,5-Diethoxycarbonyl-1,4-dihydro-2,6-dimethyl-4-(3ethynylphenyl)pyridine

→

desired compound

Ausbeute 23.1%

3-Carboxy-5-ethoxycarbonyl-1,4-dihydro-2,6-dimethyl-4-(3-ethynylphenyl)pyridine

Ausbeute 23.1%

Lösungsmittel

ethyl alcohol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe mixture was reacted further for 30 hours at 40°-45° C
2. 2
   Sonstigethe reaction
3. 3
   workup.DISTILLATIONthe reaction solution was distilled away under reduced pressure
4. 4
   workup.ADDITIONWater and chloroform were added to the residue
5. 5
   Sonstigea water layer was collected
6. 6
   Sonstigeto give precipitate
7. 7
   SonstigeThe precipitate was purified

Vorschrift

In 80 ml of ethyl alcohol was dissolved 7.5 g (0.02 mol) of 3,5-diethoxycarbonyl-1,4-dihydro-2,6-dimethyl-4-(3-ethynylphenyl)pyridine obtained in Example 2. Thereto was added 20 ml of 5N sodium hydroxide. After stirring for 24 hours at room temperature, the mixture was reacted further for 30 hours at 40°-45° C. After completing the reaction, the reaction solution was distilled away under reduced pressure. Water and chloroform were added to the residue, and a water layer was collected. The water layer was acidified with concentrated hydrochloric acid to give precipitate. The precipitate was purified by subjecting to silica gel column chromatography [eluent: chloroform-methyl alcohol (100 : 5)]to give 1.5 g of the desired compound (yield: 23.1%).

Quelle