Phenol → Phenol

HRID 2259450Notes

Reaction equation

HRID 2259450 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:9]([O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:10]>>[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:9](=[O:10])([O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[O:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 996PhenolHCID 15891Phenyl chloroformate

Product 2

HCID 996PhenolHCID 7597Diphenyl carbonate

Procedure

In a 3-necked flask with thermometer and reflux condenser, a mixture of 9.4 g (0.10 mol) of phenol and 15.7 g (0.10 mol) of phenyl chloroformate was heated to 100° C. in the presence of 0.94 g (10 wt. % with reference to phenol) of a powdered aluminium oxide 507-C-I (neutral) from CAMAG. After 5 h reaction time, a phenol conversion of 38% to give diphenyl carbonate was found. Carbonate selectivity was >99%.

Workup

  1. temperatureIn a 3-necked flask with thermometer and reflux condenser
  2. customAfter 5 h reaction time

Sources & evidence

ORD record
ord-6ee6b578b0e94e898e96ffd2642ba394
Source dataset
uspto-grants-1995_12
Patent number
US05473094

Reaction notes

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