3,5-Bis-trifluoromethylphenylboronic acid → 5-Fluoro-3',5'-bis(trifluoromethyl)-[1,1'-biphenyl]-2-carbaldehyde

HRID 524635Notes

Reaction equation

HRID 524635 reaction equation
Br[C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[F:11][C:12]([F:27])([F:26])[C:13]1[CH:14]=[C:15](B(O)O)[CH:16]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:18]=1>>[F:10][C:8]1[CH:9]=[C:2]([C:15]2[CH:16]=[C:17]([C:19]([F:22])([F:20])[F:21])[CH:18]=[C:13]([C:12]([F:11])([F:27])[F:26])[CH:14]=2)[C:3]([CH:4]=[O:5])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 1562653,5-Bis-trifluoromethylphenylboronic acidHCID 27733192-Bromo-4-fluorobenzaldehyde

Product 1

HCID 1181075485-Fluoro-3',5'-bis(trifluoromethyl)-[1,1'-biphenyl]-2-carbaldehydeYield 92.8%

Procedure

2-bromo-4-fluorobenzaldehyde (1.53 g, 7.5 mmol) was reacted with (3,5-bis(trifluoromethyl)phenyl)boronic acid (2.3 g, 9 mmol) according to the procedure as described in Example 56, Step A to give the title compound as a white solid (2.34 g, 92%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record
ord-cf3caafb32fe47618e4bf8d5954e43f5
Source dataset
uspto-grants-2016_05
Patent number
US09340538B2

Reaction notes

Loading…