2,4-Bis(trifluoromethyl)phenylboronic acid → 5-(tert-Butyl)-2-hydroxy-2',4'-bis(trifluoromethyl)-[1,1'-biphenyl]-3-carbaldehyde

HRID 929558Notes

Reaction equation

HRID 929558 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]([F:55])([F:54])[C:41]1[CH:46]=[C:45]([C:47]([F:50])([F:49])[F:48])[CH:44]=[CH:43][C:42]=1B(O)O>>[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:47]([F:50])([F:48])[F:49])=[CH:46][C:41]=2[C:40]([F:39])([F:54])[F:55])[CH:33]=1)([CH3:37])([CH3:36])[CH3:35]

Participants

4

Reactant 3

HCID 27826672,4-Bis(trifluoromethyl)phenylboronic acidHCID 71720963-Bromo-5-tert-butyl-2-hydroxybenzaldehyde2×HCID 867187195-(Tert-butyl)-2-hydroxy-4'-(trifluoromethoxy)-[1,1'-biphenyl]-3-carbaldehyde

Product 1

HCID 867187215-(tert-Butyl)-2-hydroxy-2',4'-bis(trifluoromethyl)-[1,1'-biphenyl]-3-carbaldehyde

Procedure

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

Sources & evidence

ORD record
ord-4e2dcf7eb48c4c1e9f79be51998c2a7f
Source dataset
uspto-grants-2016_03
Patent number
US09296696B2

Reaction notes

Loading…