Reaktion #1706877

Reaktionsgleichung

Boron tribromide

2-chloro-2′-fluoro-4-iodo-5-methoxybiphenyl

→

title compound

Ausbeute 94.6%

6-Chloro-2′-fluoro-4-iodobiphenyl-3-ol

Ausbeute 94.6%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction was quenched by addition of water (10.0 mL)
2. 2
   workup.ADDITIONbefore being diluted with dichloromethane (30 mL)
3. 3
   SonstigeThe organic phase was separated
4. 4
   Waschenwashed with water (3×5.0 mL), brine (5.0 mL)
5. 5
   Trocknendried over MgSO4
6. 6
   Filtrationfiltered
7. 7
   Sonstigeevaporated
8. 8
   Sonstigeto give a purple oil
9. 9
   SonstigeColumn chromatography purification on silica
10. 10
    Wascheneluting with 1:4 ethyl acetate

Vorschrift

Boron tribromide (251 mg, 2.61 mmol) was added to a solution of 2-chloro-2′-fluoro-4-iodo-5-methoxybiphenyl (Preparation 95, 671 mg, 1.85 mmol) in dichloromethane (4.7 mL) at −20° C. and the mixture allowed to warm slowly to room temperature for 18 hours. The reaction was quenched by addition of water (10.0 mL), before being diluted with dichloromethane (30 mL). The organic phase was separated and washed with water (3×5.0 mL), brine (5.0 mL), dried over MgSO4, filtered and evaporated to give a purple oil. Column chromatography purification on silica, eluting with 1:4 ethyl acetate:heptanes gave the title compound (610 mg, 94%) as a colourless oil.

Quelle