반응 #50546

반응 방정식

3-Bromothiophenol

acrylonitrile

→

3-[(3-bromophenyl)thio]propionitrile

수율 93.7%

용매

sodium hydroxide

반응 조건

후처리

1. 1
   workup.ADDITIONTriton B (1 mL) was added, at which time the reaction mixture
2. 2
   온도to reflux
3. 3
   workup.ADDITIONwithout added
4. 4
   온도heat
5. 5
   추출extracted with diethyl ether
6. 6
   기타The organic layer was dried
7. 7
   여과filtered
8. 8
   기타evaporated

실험 절차

3-Bromothiophenol (10 g, 52.9 mmmol) was dissolved in acrylonitrile (11.28 g, 213 mmol). Triton B (1 mL) was added, at which time the reaction mixture became exothermic and began to reflux without added heat. The mixture was allowed to cool to room temperature, poured into cold aqueous sodium hydroxide (2%; 200 mL), and extracted with diethyl ether. The organic layer was dried, filtered and evaporated to provide 12 g (93%) of 3-[(3-bromophenyl)thio]propionitrile as a tan oil; 1H NMR (CDCl3) δ7.54 (s, 1H), 7.42 (d, 1H), 7.32 (d, 1H), 7.25-7.15 (m, 2H), 3.15 (t, 2H), 2.62 (t, 2H); Mass spectrum m/z 261, 259 (M+NH4).

출처