3,5-Dibromophenol → 5-Bromo-5'-fluoro-2'-methoxy[1,1'-biphenyl]-3-ol

HRID 420406Notes

Reaction equation

HRID 420406 reaction equation
Br[C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([Br:8])[CH:7]=1.[CH3:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][C:13]=1B(O)O>>[Br:8][C:6]1[CH:5]=[C:4]([OH:9])[CH:3]=[C:2]([C:17]2[CH:16]=[C:15]([F:18])[CH:14]=[CH:13][C:12]=2[O:11][CH3:10])[CH:7]=1

Participants

3

Reactant 2

HCID 122803,5-DibromophenolHCID 27826735-Fluoro-2-methoxyphenylboronic acid

Product 1

HCID 532218155-Bromo-5'-fluoro-2'-methoxy[1,1'-biphenyl]-3-ol

Procedure

Example 54 was synthesized in 4 steps from 3-,5-dibromophenol. 2-Methoxy-5-fluorophenyl boronic acid was reacted as described above, step 1. In this manner was isolated 5-bromo-5′-fluoro-2′-methoxy-biphenyl-3-ol, which was then reacted with 3-fluorophenyl boronic reacted as described above, Step 2. In this manner, 3,5″-difluoro-2″-methoxy-[1,1′;3′,1″]terphenyl-5′-ol was obtained.

Sources & evidence

ORD record
ord-2667c27a2f4041bf99d4a680945ad58d
Source dataset
uspto-grants-2012_01
Patent number
US08093385B2

Reaction notes

Loading…