3-Chloro-4-(trifluoromethyl)benzeneboronic acid → 5-(tert-Butyl)-3'-chloro-2-hydroxy-4'-(trifluoromethyl)-[1,1'-biphenyl]-3-carbaldehyde

HRID 1854190Notes

Reaction equation

HRID 1854190 reaction equation
C(C1C=C(C=O)C(O)=C(C2C=CC(OC(F)(F)F)=CC=2)C=1)(C)(C)C.Br[C:26]1[C:27]([OH:38])=[C:28]([CH:31]=[C:32]([C:34]([CH3:37])([CH3:36])[CH3:35])[CH:33]=1)[CH:29]=[O:30].[Cl:39][C:40]1[CH:41]=[C:42](B(O)O)[CH:43]=[CH:44][C:45]=1[C:46]([F:49])([F:48])[F:47]>>[C:34]([C:32]1[CH:31]=[C:28]([CH:29]=[O:30])[C:27]([OH:38])=[C:26]([C:42]2[CH:43]=[CH:44][C:45]([C:46]([F:48])([F:49])[F:47])=[C:40]([Cl:39])[CH:41]=2)[CH:33]=1)([CH3:37])([CH3:36])[CH3:35]

Participants

4

Reactant 3

HCID 37729583-Chloro-4-(trifluoromethyl)benzeneboronic acidHCID 71720963-Bromo-5-tert-butyl-2-hydroxybenzaldehyde2×HCID 867187195-(Tert-butyl)-2-hydroxy-4'-(trifluoromethoxy)-[1,1'-biphenyl]-3-carbaldehyde

Product 1

HCID 867187385-(tert-Butyl)-3'-chloro-2-hydroxy-4'-(trifluoromethyl)-[1,1'-biphenyl]-3-carbaldehyde

Procedure

5-(tert-Butyl)-3′-chloro-2-hydroxy-4′-(trifluoromethyl)-[1,1′-biphenyl]-3-carbaldehyde was prepared as a yellow oil using the procedure described in Intermediate 5 from 3-bromo-5-(tert-butyl)-2-hydroxybenzaldehyde (Intermediate 4) and 3-chloro-4-(trifluoromethyl)phenylboronic acid.

Sources & evidence

ORD record
ord-34fe7e6443c043288e35fc2372d4fd33
Source dataset
uspto-grants-2015_02
Patent number
US08962657B2

Reaction notes

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