3-Bromo-5-tert-butyl-2-hydroxybenzaldehyde → 5-(tert-Butyl)-4'-fluoro-2-hydroxy-3'-(trifluoromethyl)-[1,1'-biphenyl]-3-carbaldehyde

HRID 929575Notes

Reaction equation

HRID 929575 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].[F:39][C:40]1[CH:45]=[CH:44][C:43](B(O)O)=[CH:42][C:41]=1[C:49]([F:52])([F:51])[F:50]>>[C:34]([C:32]1[CH:31]=[C:28]([CH:29]=[O:30])[C:27]([OH:38])=[C:26]([C:43]2[CH:44]=[CH:45][C:40]([F:39])=[C:41]([C:49]([F:52])([F:51])[F:50])[CH:42]=2)[CH:33]=1)([CH3:37])([CH3:36])[CH3:35]

Participants

4

Reactant 3

HCID 71720963-Bromo-5-tert-butyl-2-hydroxybenzaldehyde2×HCID 177500514-Fluoro-3-(trifluoromethyl)benzeneboronic acidHCID 867187195-(Tert-butyl)-2-hydroxy-4'-(trifluoromethoxy)-[1,1'-biphenyl]-3-carbaldehyde

Product 1

HCID 867187395-(tert-Butyl)-4'-fluoro-2-hydroxy-3'-(trifluoromethyl)-[1,1'-biphenyl]-3-carbaldehyde

Procedure

5-(tert-Butyl)-4′-fluoro-2-hydroxy-3′-(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 4-fluoro-3-(trifluoromethyl)phenylboronic acid.

Sources & evidence

ORD record
ord-25ceed54875349d1a1e93bc7dea79467
Source dataset
uspto-grants-2016_03
Patent number
US09296696B2

Reaction notes

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