Biphenyl → 4-Methylbiphenyl

HRID 1648605Notes

Reaction equation

HRID 1648605 reaction equation
C1(C2C=CC=CC=2)C=CC=CC=1.[C]=O.[CH:15]([C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[CH:19][CH:18]=1)=O>B(F)(F)F>[CH3:15][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 7095BiphenylHCID 76689(1,1'-Biphenyl)-4-carboxaldehydeHCID 178418416HCID 178418416, compound

Product 1

HCID 125664-Methylbiphenyl

Reagents, catalysts & solvents 1

HCID 6356Boron trifluorideCatalyst

Procedure

A process for producing a 4-formyl-4'-methylbiphenyl from a biphenyl which comprises conducting the carbonylation of the biphenyl with carbon monoxide in the presence of a HF-BF3 catalyst in a carbonylation reactor to obtain the resulting reaction product solution containing a 4-formylbiphenyl, separating the 4-formylbiphenyl from the reaction product solution, hydrogenating the separated 4-formylbiphenyl to obtain a 4-methylbiphenyl, recycling the 4-methylbiphenyl to the carbonylation reactor, and then conducting both the carbonylation of the biphenyl with carbon monoxide to obtain a formylbiphenyl and the carbonylation of the 4-methylbiphenyl with carbon monoxide to obtain a 4-formyl-4'-methylbiphenyl simultaneously in the presence of the HF-BF3 catalyst in the carbonylation reactor.

Workup

  1. customto obtain
  2. customthe resulting reaction product solution
  3. customseparating the 4-formylbiphenyl from the reaction product solution

Sources & evidence

ORD record
ord-330b5c19125d44eda55c90f659f3c012
Source dataset
uspto-grants-1995_07
Patent number
US05436374

Reaction notes

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