反应详情

温度

0 °C

BuLi (2.5M in hexanes, 11.3 mL, 28.2 mmol) was added to a solution of methyltriphenylphosphonium bromide (10.1 g, 28.2 mmol) in THF (65 mL). The mixture was stirred at 0° C. for 1 hr. A solution of 4′-bromo-5-chlorobiphenyl-2-carbaldehyde (4.2 g, 14.11 mmol) in THF (65 mL) was added dropwise at 0° C. The mixture was stirred overnight from 0° C. to r.t. The reaction was filtered and evaporated. The residue was diluted with diethyl ether and washed with water and brine. The ether layer was collected, dried (MgSO4), filtered and evaporated to give the crude material. The crude material was purified on the Biotage (5-15% EtOAc:Hex) to give 4′-bromo-5-chloro-2-vinylbiphenyl (3.43 g, 11.68 mmol, 83% yield) as a clear oil.

1. stirringThe mixture was stirred overnight from 0° C. to r.t
2. filtrationThe reaction was filtered
3. customevaporated
4. additionThe residue was diluted with diethyl ether
5. washwashed with water and brine
6. customThe ether layer was collected
7. dry with materialdried (MgSO4)
8. filtrationfiltered
9. customevaporated
10. customto give the crude material
11. customThe crude material was purified on the Biotage (5-15% EtOAc:Hex)