Phenyl benzoate → Methyl Benzoate

HRID 861673Notes

Reaction equation

HRID 861673 reaction equation
[C:1]([O:9][C:10]1C=CC=CC=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)(OC)OC.C(=O)(OC1C=CC=CC=1)OC.C(=O)(OC1C=CC=CC=1)OC1C=CC=CC=1>CC(C)[O-].CC(C)[O-].CC(C)[O-].CC(C)[O-].[Ti+4]>[C:1]([O:9][CH3:10])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 7169Phenyl benzoateHCID 7597Diphenyl carbonateHCID 12021Dimethyl CarbonateHCID 139482Carbonic acid, methyl phenyl ester

Product 1

HCID 7150Methyl BenzoateYield 40%

Reagents, catalysts & solvents 1

HCID 11026Titanium isopropoxideCatalyst

Procedure

Into an autoclave made of SUS316 having an internal volume of 100 ml were charged the above-produced phenyl benzoate 30 g (151 mmole), dimethyl carbonate 6.82 g (75.7 mmole) and titanium tetraisopropoxide 0.43 g (1.51 mmole). The pressure was elevated to 20 kg/cm2 with nitrogen, and the contents were reacted for three hours at 150° C. After completing the reaction, the reaction mixture was analyzed by gas chromatography. As a result, the yield of methyl phenyl carbonate was 19%, and the yield of diphenyl carbonate was 21%. Furthermore, at the same time, methyl benzoate was produced as a by-product with a yield of 40% (the yield was based on phenyl benzoate).

Workup

  1. customthe contents were reacted for three hours at 150° C
  2. customthe reaction

Sources & evidence

ORD record
ord-68a879afcd28405eba531f856b26b3af
Source dataset
uspto-grants-1998_02
Patent number
US05714627

Reaction notes

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