Methanol → Magnesium di(phenolate)

HRID 1263016Notes

Reaction equation

HRID 1263016 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[O-].C[O-].[Mg+2:12].[Mg].CO>CCCCCCC>[C:1]1([O-:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Mg+2:12].[C:1]1([O-:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 996PhenolHCID 164537Methanol, magnesium salt (2:1)HCID 5462224Magnesium

Product 1

HCID 13616137Magnesium di(phenolate)Yield 81.1%

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 282 g of phenol and 86 g of magnesium methylate prepared from metallic magnesium and methanol was heated at 70° C. to make a solution, to which 300 ml of n-heptane was added. The mixture was refluxed at 98° C. for 24 hours, then cooled, and evaporated in a rotary evaporator to remove heptane, phenol and methanol, thereby giving 170 g of magnesium phenolate.

Workup

  1. temperatureThe mixture was refluxed at 98° C. for 24 hours
  2. temperaturecooled
  3. customevaporated in a rotary evaporator
  4. customto remove heptane, phenol and methanol

Sources & evidence

ORD record
ord-6acc58fae496494ea3ac3d6e2ec7799c
Source dataset
uspto-grants-1984_06
Patent number
US04454357

Reaction notes

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