Reaktion #715656

Reaktionsgleichung

Ethyl 3-iodophenylacetate

2-chloro-4-(trifluoromethyl)phenyl boronic acid

sodium carbonate

dioxane

→

title compound

Ausbeute 49.6%

ethyl 2′-chloro-4′-(trifluoromethyl)[1,1′-biphenyl]-3-acetate

Ausbeute 49.6%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was then cooled
2. 2
   Extraktionextracted with ethyl acetate
3. 3
   Sonstigethe organic layer was separated
4. 4
   Einengenconcentrated under vacuum in the presence of Celite® to a solid residue

Vorschrift

Ethyl 3-iodophenylacetate (2.90 g), 2-chloro-4-(trifluoromethyl)phenyl boronic acid (3.3 g), 2M aqueous sodium carbonate solution (5 mL), dioxane (10 mL) and dichloro-bis(triphenylphosphine)palladium(II) (350 mg) were heated at 80° C. for 30 min with stirring. The reaction mixture was then cooled, poured into water, extracted with ethyl acetate, and the organic layer was separated and concentrated under vacuum in the presence of Celite® to a solid residue. This solid residue was purifed by medium pressure liquid chromatography on silica gel eluting with a gradient of ethyl acetate in hexanes to yield 1.7 g of the title compound. 1H NMR (CDCl3) δ 7.14 (s, 1H), 7.56 (d, 1H) 7.30-7.45 (m, 5H), 4.77 (q, 2H), 3.67 (s, 2H), 1.26 (t, 3H).

Quelle