(1,1'-Biphenyl)-4-carboxaldehyde → 4-Methylbiphenyl

HRID 1648606Notes

Reaction equation

HRID 1648606 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:5][CH:4]=1)=O.[H][H]>C1C=CC=CC=1>[CH3:1][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 76689(1,1'-Biphenyl)-4-carboxaldehydeHCID 178418361HCID 178418361, compound

Product 1

HCID 125664-Methylbiphenyl

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

5 g/hr of the solution dissolved 10% by weight of 4-formylbiphenyl in a benzene was continuously fed in the hydrogenation reactor, while keep the hydrogen pressure under 10 atm and the reaction temperature at 130° C. Product water was removed from the reaction product solution by phase separation and then benzene was distilled off to obtain 4-methylbiphenyl. The conversion of 4-formylbiphenyl was 99.3% and the selectivity to 4-methylbiphenyl was 99.0% by mole. A small amount of 4-biphenylmethanol and high boiling point products was further contained in 4-methylbiphenyl. Product water was separated from the reaction product solution and then the 4-biphenylmethanol and high boiling point by-products were removed by distillation, whereby 4-methylbiphenyl with a purity of 98% by weight or above was obtained.

Workup

  1. customat 130° C
  2. customProduct water was removed from the reaction product solution by phase separation
  3. distillationbenzene was distilled off

Sources & evidence

ORD record
ord-7e99f2d201db49819349217cf2ec9d3a
Source dataset
uspto-grants-1995_07
Patent number
US05436374

Reaction notes

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