Reaktion #1573779

Reaktionsgleichung

(E)-2-decenoic acid

(E)-2-decenoic acid chloride

pyrrolidine

pyridine

thionyl chloride

→

compound

Ausbeute 62.7%

1-((E)-2-Decenoyl)pyrrolidine

Ausbeute 62.7%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigesynthesized
2. 2
   Temperaturthe mixture was heated
3. 3
   Temperaturunder refluxing in a warm water bath for 3 hours
4. 4
   workup.DISTILLATIONAfter distilling off excess tetrahydrofuran, water
5. 5
   workup.ADDITIONwas added to a liquid reaction mixture
6. 6
   Extraktionthe liquid mixture was extracted with ethyl acetate
7. 7
   Waschenwashed with water, and ethyl acetate
8. 8
   workup.DISTILLATIONwas distilled off
9. 9
   SonstigeThe residue was purified with silica gel column chromatography (developing solvent:hexane:ethyl acetate=1:3)

Vorschrift

A tetrahydrofuran solution (20 mL) of pyrrolidine (0.71 g, 0.01 mol) containing pyridine (0.79 g, 0.01 mol) was added to a tetrahydrofuran solution (20 mL) of (E)-2-decenoic acid chloride (1.9 g, 0.01 mol), synthesized using (E)-2-decenoic acid and thionyl chloride, and the mixture was heated under refluxing in a warm water bath for 3 hours. After distilling off excess tetrahydrofuran, water was added to a liquid reaction mixture, and the liquid mixture was extracted with ethyl acetate, and washed with water, and ethyl acetate was distilled off. The residue was purified with silica gel column chromatography (developing solvent:hexane:ethyl acetate=1:3), to give an intended compound (1.4 g) in the form of a colorless oily substance.

Quelle