반응 #2254177

반응 방정식

3,3,3-Trifluoropropene

potassium carbonate

3,5-dichlorophenylboronic acid

→

1,3-dichloro-5-(1-trifluoromethyl-vinyl)-benzene

용매

THF

반응 조건

후처리

1. 1
   온도After 3 hours at reflux
2. 2
   기타the reaction is quenched with ethyl acetate (50 ml) and water (50 ml)
3. 3
   추출The organic phase is then extracted with water and with a saturated aqueous solution of NaCl
4. 4
   건조dried over Na2SO4
5. 5
   농축concentrated in vacuo
6. 6
   기타The crude product is purified on silica gel (35×45 mm)

실험 절차

3,3,3-Trifluoropropene (3.2 g), potassium carbonate (4.6 g) and bis-(triphenylphosphine)-palladium chloride (0.2 g) is added to a solution of 3,5-dichlorophenylboronic acid in THF (20 ml) under nitrogen. After 3 hours at reflux, the reaction is quenched with ethyl acetate (50 ml) and water (50 ml). The organic phase is then extracted with water and with a saturated aqueous solution of NaCl, dried over Na2SO4 and concentrated in vacuo. The crude product is purified on silica gel (35×45 mm) using heptane (150 ml) as eluant to yield 1,3-dichloro-5-(1-trifluoromethyl-vinyl)-benzene (2.7 g), as a colorless oil. MS (HPLC/MS): no ionisation. Retention time: 5.10 min.

출처