Phenol → Phenol

HRID 2051737Notes

Reaction equation

HRID 2051737 reaction equation
[CH3:1][O:2][C:3](=[O:6])[O:4]C.[C:7]1([OH:13])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[Al+3].[Cl-].[Cl-].[Cl-]>>[C:7]1([OH:13])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[C:7]1([CH2:1][O:2][C:3](=[O:6])[O-:4])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 996PhenolHCID 12021Dimethyl Carbonate2×HCID 6451240Aluminum(III) Chloride

Product 2

HCID 996PhenolHCID 21884722HCID 21884722, compound

Procedure

The reaction between dimethylcarbonate (DMC) and phenol (phen) was carried out in the presence of anhydrous AlCl3 in the molar ratio DMC/phen/cat=5/1/0.05. The temperature was 98° C., the methyl alcohol -DMC azeotrope was distilled at a reflux ratio of 10:1. After 8 hours obtained a phenol conversion equal 15.5% at a Ph MC selectivity of 95% (Ph MC=phenylmethylcarbonate), the remaining 5% of phenol being converted to anisole.

Workup

  1. customwas 98° C.
  2. distillationthe methyl alcohol -DMC azeotrope was distilled at a reflux ratio of 10:1

Sources & evidence

ORD record
ord-23dec0013018492ab676ac07b8f31005
Source dataset
uspto-grants-1980_01
Patent number
US04182726

Reaction notes

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