Water → 4-Methoxybiphenyl

HRID 653592Notes

Reaction equation

HRID 653592 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[OH-].[K+].[CH3:16]I.O>CO>[CH3:16][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 71034-HydroxybiphenylHCID 14797Potassium Hydroxide

Product 1

HCID 119434-Methoxybiphenyl

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4-hydroxy-1,1'-biphenyl (34 g, 0.2 mol) and potassium hydroxide (20 g, 0.36 mol) in methanol (400 ml) and H20 (200 ml), methyl iodide (28.4 g, 0.2 mol) was added, and the resultant mixture was stirred for 4 hours under reflux. After cooling, the mixture was poured into H2O (1 l), the resultant precipitate was filtered, washed with H20 and recrystallized from ethanol to give the title compound as white crystals; yield;: 26.5 g; mp. 87.3°-87.7° C. ##STR41##

Workup

  1. temperatureunder reflux
  2. temperatureAfter cooling
  3. filtrationthe resultant precipitate was filtered
  4. washwashed with H20
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-bada858d19c145deab99b34dc6681462
Source dataset
uspto-grants-1992_07
Patent number
US05128062

Reaction notes

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