3,4-Dichlorobenzeneboronic acid → 5-(tert-Butyl)-3',4'-dichloro-2-hydroxy-[1,1'-biphenyl]-3-carbaldehyde

HRID 929560Notes

Reaction equation

HRID 929560 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[Cl:46]>>[C:34]([C:32]1[CH:31]=[C:28]([CH:29]=[O:30])[C:27]([OH:38])=[C:26]([C:43]2[CH:42]=[CH:41][C:40]([Cl:39])=[C:45]([Cl:46])[CH:44]=2)[CH:33]=1)([CH3:37])([CH3:36])[CH3:35]

Participants

4

Reactant 3

HCID 27343303,4-Dichlorobenzeneboronic acidHCID 71720963-Bromo-5-tert-butyl-2-hydroxybenzaldehyde2×HCID 867187195-(Tert-butyl)-2-hydroxy-4'-(trifluoromethoxy)-[1,1'-biphenyl]-3-carbaldehyde

Product 1

HCID 867187235-(tert-Butyl)-3',4'-dichloro-2-hydroxy-[1,1'-biphenyl]-3-carbaldehyde

Procedure

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

Sources & evidence

ORD record
ord-ffcab9d395be4d0187eb291b38697938
Source dataset
uspto-grants-2016_03
Patent number
US09296696B2

Reaction notes

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