Toluene → Potassium biphenyl-2-olate

HRID 2351790Notes

Reaction equation

HRID 2351790 reaction equation
[C:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[OH:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+:15].C1(C)C=CC=CC=1>O>[CH:4]1[CH:3]=[CH:2][C:1]([C:7]2[C:8]([O-:13])=[CH:9][CH:10]=[CH:11][CH:12]=2)=[CH:6][CH:5]=1.[K+:15]

Participants

5

Reactant 3

HCID 1140TolueneHCID 7017(1,1'-Biphenyl)-2-olHCID 14797Potassium Hydroxide

Product 1

HCID 23686122Potassium biphenyl-2-olate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 526.36 grams (3.092 moles) of 2-phenylphenol, a 45% aqueous solution containing 171.79 grams (3.062 moles) of potassium hydroxide and 2000 ml. of toluene was heated to reflux under nitrogen, with stirring, and the water which passed over was collected in a Dean-Stark trap. When all water had been removed by azeotropic distillation, the mixture was cooled and anhydrous potassium 2-phenylphenate was isolated in nearly quantitative yield by filtration and dried under vacuum at 120° C.

Workup

  1. temperatureto reflux under nitrogen
  2. customover was collected in a Dean-Stark trap
  3. customWhen all water had been removed by azeotropic distillation
  4. temperaturethe mixture was cooled

Sources & evidence

ORD record
ord-9facef867d744ce8b4d830e5e307d880
Source dataset
uspto-grants-1989_10
Patent number
US04873367

Reaction notes

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