Phenol → Diphenyl carbonate

HRID 2260839Notes

Reaction equation

HRID 2260839 reaction equation
C(Cl)(Cl)=O.[C:5]1([OH:11])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.Cl[C:13]([O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:14]>>[C:13](=[O:14])([O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[O:11][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 3

HCID 996Phenol3×HCID 6371PhosgeneHCID 15891Phenyl chloroformate

Product 1

HCID 7597Diphenyl carbonateYield 119.3%

Procedure

In a planar-section pot with flow spoilers, blower/stirrer and reflux condenser, 0.75 mol/h of phosgene was bubbled through 141 g (1.50 mol) of phenol in the presence of 14.1 g (10 wt. % w.r.t. phenol) of powdered H-SAPO 5. After about 2 hours reaction at 140° C., the phenol conversion was 7.1%, wherein 4.9 g of phenyl chloroformate and 8.0 g of diphenyl carbonate were formed. The selectivity to give the carbonate and phenyl chloroformate was greater than 99%.

Workup

  1. temperatureIn a planar-section pot with flow spoilers, blower/stirrer and reflux condenser
  2. customAfter about 2 hours reaction at 140° C.

Sources & evidence

ORD record
ord-2f0f0db20938485bb1443bd7353f23d7
Source dataset
uspto-grants-1995_12
Patent number
US05478961

Reaction notes

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