Reaktion #675997

Reaktionsgleichung

2,2′,5′-trichloro-5-iodo-4-methoxy-1,1′-biphenyl

tributyl(vinyl)stannane

→

desired product

Ausbeute 35.0%

2,2′,5′-Trichloro-4-methoxy-5-vinyl-1,1′-biphenyl

Ausbeute 35.0%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux under argon for 6 h
2. 2
   SonstigeThe reaction mixture was quenched with KF aqueous solution
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   WaschenThe organic layer was washed with brine
5. 5
   Trocknendried over Na2SO4
6. 6
   Einengenconcentrated in vacuo
7. 7
   SonstigeThe residue was purified by flash column chromatography on silica gel (petroleum ether/DCM=100:1)

Vorschrift

A mixture of 2,2′,5′-trichloro-5-iodo-4-methoxy-1,1′-biphenyl (1.17 g, 2.9 mmol), tributyl(vinyl)stannane (1.1 g, 3.5 mmol), Pd(PPh3)4 (670 mg, 0.6 mmol) in toluene (30 mL) was stirred at reflux under argon for 6 h. The reaction mixture was quenched with KF aqueous solution and then extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (petroleum ether/DCM=100:1) to afford the desired product (310 mg, 35% yield) as a white solid.

Quelle