Dimethyl Phthalate → HCID 19785968, compound

HRID 330211

Reaction equation

HRID 330211 reaction equation
C1C=N[C:4]2[C:5]3N=CC=C[C:6]=3[CH:11]=[CH:12][C:3]=2C=1.[OH2:15].[C:16]([O:28][CH3:29])(=[O:27])[C:17]1[C:18](=[CH:23][CH:24]=[CH:25][CH:26]=1)[C:19]([O:21][CH3:22])=[O:20]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.O.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[C:25]1([C:3]2[CH:12]=[CH:11][CH:6]=[CH:5][CH:4]=2)[CH:26]=[C:17]([C:16]([O:28][CH3:29])=[O:27])[C:18]([C:19]([O:21][CH3:22])=[O:20])=[C:23]([C:16]([O:28][CH3:29])=[O:15])[C:24]=1[C:19]([O:21][CH3:22])=[O:20]

Participants

5

Reactant 2

HCID 8554Dimethyl PhthalateHCID 212261,10-Phenanthroline hydrate

Product 1

HCID 19785968HCID 19785968, compound

Reagents, catalysts & solvents 2

HCID 165397Cupric acetate monohydrateCatalystHCID 167845palladium(II) acetateCatalyst

Procedure

Into a 300 ml-round bottom flask equipped with a refluxed condenser, a thermometer, a stirrer and a gas-blowing tube were charged 100 ml (119 g.) of dimethyl phthalate, 180 mg. of palladium acetate, 48 mg. of copper acetate monohydrate and 159 mg. of o-phenanthroline monohydrate, and they were heated at 220° C. in an oil bath for 8 hours, while bubbling air at a rate of 300 ml/min under stirring at approx. 500 rpm, to perform dimerization of dimethyl phthalate so as to produce tetramethyl biphenyltetracarboxylate. The liquid reaction mixture contained 85.1 mg. of palladium and 15.2 mg. of copper.

Workup

  1. customInto a 300 ml-round bottom flask equipped with a refluxed condenser
  2. customwhile bubbling air at a rate of 300 ml/min

Sources & evidence

ORD record
ord-ec87ea1b4cdc43c98cae44a29ea0ec73
Source dataset
uspto-grants-1990_01
Patent number
US04895596

Linked notes

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