Water → [1,1'-Biphenyl]-4-ol, 4'-(decyloxy)-
Reaction equation
[C:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-:13].[Na+].[OH2:15]>CO>[OH:13][C:4]1[CH:5]=[CH:6][C:1]([C:7]2[CH:8]=[CH:9][C:10]([O:15][CH2:4][CH2:3][CH2:2][CH2:1][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])=[CH:11][CH:12]=2)=[CH:2][CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
In 25 ml of methanol was dissolved 5.0 g of biphenyl, and a solution comprising 1.3 g of sodium hydroxide, 1 ml of water and 5 ml of methanol was added to the above solution. The mixture was refluxed under heating, a solution of 5.4 g of n-bromodecane in 5 ml of methanol was dropped into the formed solution, and the mixture was refluxed overnight. The reaction liquid was concentrated under a reduced pressure and the pH value was adjusted to 2 to 3 by water and hydrochloric acid. The mixture was extracted three times with chloroform, and the extract layer was washed with a saturated aqueous sodium chloride solution dried on magnesium sulfate, concentrated under a reduced pressure and purified by 4-hydroxy-4'-decyloxybiphenyl.
Workup
- additionwas added to the above solution
- temperatureThe mixture was refluxed
- temperatureunder heating
- temperaturethe mixture was refluxed overnight
- customThe reaction liquid
- concentrationwas concentrated under a reduced pressure
- extractionThe mixture was extracted three times with chloroform
- washthe extract layer was washed with a saturated aqueous sodium chloride solution
- customdried on magnesium sulfate
- concentrationconcentrated under a reduced pressure
- custompurified by 4-hydroxy-4'-decyloxybiphenyl
Sources & evidence
- ORD record
- ord-aa314a1e77e94eed825daa28305c4f69
- Source dataset
- uspto-grants-1991_09
- Patent number
- US05045228
Reaction notes
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