Reaktion #629361

Reaktionsgleichung

N-methylchloroacetamide

1-[5-(3,4,5-trimethoxyphenyl)-2,4-pentadienoyl]-piperazine

triethylamine

→

1-[5-(3,4,5-trimethoxyphenyl)-2,4-pentadienoyl]-4-(methylaminocarbonylmethyl)-piperazine

Ausbeute 71.7%

Lösungsmittel

toluene chloroform

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was refluxed for 8 hours
2. 2
   workup.ADDITIONTo the reaction mixture was added
3. 3
   Extraktionwater, and extraction
4. 4
   EinengenThe organic layer was concentrated under reduced pressure
5. 5
   Sonstigethe residue thus obtained
6. 6
   Sonstigewas chromatographed on silica gel column

Vorschrift

To a solution of 302 mg of 1-[5-(3,4,5-trimethoxyphenyl)-2,4-pentadienoyl]-piperazine in dry toluene (12 ml) were added in an atmosphere of argon 1.3 ml of triethylamine and subsequently a solution of 254 mg of N-methylchloroacetamide in dry toluene-chloroform (1:1, 2 ml). The mixture was refluxed for 8 hours. To the reaction mixture was added water, and extraction was made with methylene chloride. The organic layer was concentrated under reduced pressure, and the residue thus obtained was chromatographed on silica gel column. There was obtained 263 mg of 1-[5-(3,4,5-trimethoxyphenyl)-2,4-pentadienoyl]-4-(methylaminocarbonylmethyl)-piperazine. Spectrophotometric data of the product support the structure of the formula (V) shown below. ##STR5##

Quelle