Phenyl benzoate → Methyl Benzoate

HRID 861676Notes

Reaction equation

HRID 861676 reaction equation
[C:1]([O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=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>[O-]C1C=CC=CC=1.[O-]C1C=CC=CC=1.[O-]C1C=CC=CC=1.[O-]C1C=CC=CC=1.[Ti+4]>[C:1]([O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1.[C:1]([O:9][CH3:10])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

7

Reactant 4

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

Product 2

HCID 7150Methyl BenzoateHCID 7169Phenyl benzoate

Reagents, catalysts & solvents 1

HCID 6451468Titanium tetra(phenolate)Catalyst

Procedure

Phenyl benzoate was synthesized using the same method as in Example 9. Next, into an autoclave made of SUS316 having an internal volume of 100 ml were charged the synthesized phenyl benzoate 30 g (151 mmole), dimethyl carbonate 6.82 g (75.7 mmole) and titanium tetraphenoxide 0.02 g (0.045 mmole). After replacing the air with nitrogen, the autoclave was sealed and the contents were reacted for two hours at 200° C. After completing the reaction, the reaction mixture was analyzed by gas chromatography. As a result, the yield of methyl phenyl carbonate was 15%, and the yield of diphenyl carbonate was 4%. Furthermore, at the same time, methyl benzoate was produced as a by-product with a yield of 19% (the yield is given in terms of phenyl benzoate).

Workup

  1. customthe autoclave was sealed
  2. customthe contents were reacted for two hours at 200° C
  3. customthe reaction

Sources & evidence

ORD record
ord-02d92e4c7e2347a6933ee5d6a97eea61
Source dataset
uspto-grants-1998_02
Patent number
US05714627

Reaction notes

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