Dimethyl Carbonate → Diphenyl carbonate

HRID 484639Notes

Reaction equation

HRID 484639 reaction equation
C(=O)(OC)OC.[C:7]([O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:9])C.[O-:17][CH2:18][CH2:19][CH2:20][CH3:21].[O-][CH2:23][CH2:24]CC.C([Sn+2]CCCC)CCC>>[C:7](=[O:9])([O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[O:17][C:18]1[CH:24]=[CH:23][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 3

HCID 12021Dimethyl CarbonateHCID 31229Phenyl acetateHCID 865975583349-36-8

Product 1

HCID 7597Diphenyl carbonate

Procedure

In a stainless steel pressure vessel equipped with a distillation column packed with PRO-PAK protruded 0.16 inch stainless steel packing, air condensor, and receiver, and equipped to maintain pressure from a nitrogen regulator, a quantity of 78 parts dimethyl carbonate, 136 parts phenyl acetate, and 0.5 part dibutyl tin dibutoxide was heated, at 200 psig, to 240° C. for one hour, and then at atmospheric pressure for one hour. A quantity of 89 parts (83% of the theorectical) of diphenyl carbonate was isolated. The pot residue, after removal of the diphenyl carbonate by vacuum distillation, amounting to 3.3 parts, was used as a catalyst in the reaction of 132 parts phenyl acetate and 72 parts dimethyl carbonate. A quantity of 78.1 parts of diphenyl carbonate was recovered, along with 4.4 parts of pot residue for recycle. Analysis indicated less than 1 ppm of tin in the resulting diphenyl carbonate.

Workup

  1. customIn a stainless steel pressure vessel equipped with a distillation column
  2. customequipped
  3. temperatureto maintain pressure from a nitrogen regulator

Sources & evidence

ORD record
ord-fc88adedf3e742ffb4c9c0fc8c7d6206
Source dataset
uspto-grants-1985_08
Patent number
US04533504

Reaction notes

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