Reaktion #215567

Reaktionsgleichung

allylalcohol

sodium

2,3-Dicyano-5-chloro-6-ethylpyrazine

→

2,3-dicyano-5-allyloxy-6-ethylpyrazine

Ausbeute 67.0%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   Extraktionthe separated oily product was extracted with toluene
3. 3
   EinengenThe toluene layer was concentrated under reduced pressure
4. 4
   Sonstigeto afford a crude product
5. 5
   SonstigeThe resulting crude product was chromatographed on a column
6. 6
   workup.ADDITIONcontaining silica gel

Vorschrift

2,3-Dicyano-5-chloro-6-ethylpyrazine (1.35 g; 0.007 mole) was dissolved in 30 ml of acetone, and while the solution was cooled to -5° C., a solution prepared from 20 ml of allylalcohol and 0.16 g (0.007 mole) of sodium was added dropwise. Then, the mixture was stirred for 30 minutes. The reaction mixture was poured into 200 ml of ice water, and the separated oily product was extracted with toluene. The toluene layer was concentrated under reduced pressure to afford a crude product. The resulting crude product was chromatographed on a column containing silica gel using toluene as an eluent to afford 1.00 g (yield 67%) of 2,3-dicyano-5-allyloxy-6-ethylpyrazine.

Quelle