Sodium Hydroxide → HCID 14817645, compound

HRID 2254281Notes

Reaction equation

HRID 2254281 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11](Br)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[OH-:15].[Na+]>[C].[Pd].[Pd].CO>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:11]3[CH:12]=[CH:13][C:8]([C:5]4[CH:6]=[CH:7][C:2]([OH:15])=[CH:3][CH:4]=4)=[CH:9][CH:10]=3)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 950934-Bromo-4'-hydroxybiphenyl

Product 1

HCID 14817645HCID 14817645, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

Into an 1-liter stainless steel autoclave were added 60.0 g of 4-hydroxy-4'-bromobiphenyl, 100 g of methanol, 300 g of a 10% (by weight) aqueous solution of sodium hydroxide, and 13 g of a palladium-carbon containing 5% by weight of palladium and a reaction was carried out at 120° C. for 4 hours under 5 atmospheric pressures. The precipitated disodium salt of 4,4'"-dihydroxy-p-quaterphenyl was filtered and dissolved into N,N-dimethyl-formamide. The catalyst was removed by filtration with heating at 60° C. An addition of dilute sulfuric acid to the filtrate gave white crystalline powder of 4,4'"-dihydroxy-p-quaterphenyl (DHQ), which was purified by washing with methanol. The liquid-crystal transition temperature of the DHQ was 336° C. and the melting point of the DHQ was 420° C. ##STR4##

Workup

  1. filtrationThe precipitated disodium salt of 4,4'"-dihydroxy-p-quaterphenyl was filtered
  2. dissolutiondissolved into N,N-dimethyl-formamide
  3. customThe catalyst was removed by filtration
  4. additionAn addition of dilute sulfuric acid to the filtrate

Sources & evidence

ORD record
ord-d4cf27f8dbe74853a6b4e962876dbb65
Source dataset
uspto-grants-1993_08
Patent number
US05235024

Reaction notes

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