Hydrochloric Acid → Biphenyl

HRID 1441201Notes

Reaction equation

HRID 1441201 reaction equation
[C:1]1(O)[CH:6]=[CH:5][C:4]([C:7]2[CH:12]=[CH:11][C:10](O)=[CH:9][CH:8]=2)=[CH:3][CH:2]=1.C([O-])([O-])=O.[K+].[K+].BrCCCCCCO.Cl>CC(CC)=O.O>[C:4]1([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 71124,4'-DihydroxybiphenylHCID 11430Potassium CarbonateHCID 779706-Bromo-1-hexanol

Product 1

HCID 7095BiphenylYield 50%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6569Methyl Ethyl KetoneSolvent

Procedure

To a solution of 3 g of 4,4′-biphenol and 18 g of K2CO3 in methylethylketone (MEK), 0.02 g of Kl was put, and 6.9 g of 6-bromo-1-hexanol was slowly added dropwise thereto for reaction at 80° C. for 24 hours. 100 ml of distilled water was added thereto to complete the reaction, the mixture was cooled to normal temperature, and a 10% aqueous HCl solution was added thereto. The obtained precipitants were filtered to obtain 3.8 g of 4,4′-(di(6-hydroxyhexyl)oxy))biphenyl. (Yield: 50%)

Workup

  1. customfor reaction at 80° C. for 24 hours
  2. customthe reaction
  3. temperaturethe mixture was cooled to normal temperature
  4. filtrationThe obtained precipitants were filtered

Sources & evidence

ORD record
ord-603c3f95f7b547e48437410d71baa305
Source dataset
uspto-grants-2010_02
Patent number
US07655284B2

Reaction notes

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