Réaction #2254177

Équation de réaction

3,3,3-Trifluoropropene

potassium carbonate

3,5-dichlorophenylboronic acid

→

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

Solvants

THF

Conditions de réaction

Traitement

1. 1
   TempératureAfter 3 hours at reflux
2. 2
   Autrethe reaction is quenched with ethyl acetate (50 ml) and water (50 ml)
3. 3
   ExtractionThe organic phase is then extracted with water and with a saturated aqueous solution of NaCl
4. 4
   Séchagedried over Na2SO4
5. 5
   Concentrationconcentrated in vacuo
6. 6
   AutreThe crude product is purified on silica gel (35×45 mm)

Mode opératoire

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.

Source