Reaktion #702777

Reaktionsgleichung

methanol

sodium methoxide

methanol

4-vinylpyridine

Methyl 2-mercaptoacetate

→

title product

Methyl 2-[2-(4-Pyridyl)ethylthio]acetate

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction mixture is concentrated to dryness in vacuo
2. 2
   workup.ADDITIONThe residue is added slowly to a stirred mixture of water and chloroform
3. 3
   SonstigeThe chloroform phase is separated
4. 4
   Extraktionthe aqueous phase further extracted with chloroform
5. 5
   ExtraktionThe combined chloroform phases are extracted with saturated sodium chloride
6. 6
   Trocknendried over anhydrous sodium sulfate

Vorschrift

Under a nitrogen atmosphere, sodium methoxide (1.62 g., 0.03 mole) is dissolved in 36 ml. of stirring methanol and the solution cooled in an ice bath. Methyl 2-mercaptoacetate (3.18 g., 0.03 mole) in 6 ml. of methanol is added over approximately 5 minutes. Finally, 4-vinylpyridine (3.22 g., 0.03 mole) in approximately 20 ml. of absolute ethanol is added over 15 minutes. The reaction mixture is allowed to warm to room temperature and stirred for 23 hours. The reaction mixture is concentrated to dryness in vacuo. The residue is added slowly to a stirred mixture of water and chloroform. The chloroform phase is separated and the aqueous phase further extracted with chloroform. The combined chloroform phases are extracted with saturated sodium chloride, dried over anhydrous sodium sulfate, and stripped to yield title product.

Quelle