Methyl Benzoate → Dimethyl-2,6-naphthalenedicarboxylate

HRID 1648532Notes

Reaction equation

HRID 1648532 reaction equation
[C:1](OC)(=O)[C:2]1[C:3](=[CH:8][C:9](=[CH:14][CH:15]=1)[C:10]([O:12][CH3:13])=[O:11])[C:4](OC)=O.[C:19]([O:27][CH3:28])(=[O:26])[C:20]1C=CC=C[CH:21]=1>>[CH:1]1[C:2]2[C:3](=[CH:8][C:9]([C:10]([O:12][CH3:13])=[O:11])=[CH:14][CH:15]=2)[CH:4]=[CH:21][C:20]=1[C:19]([O:27][CH3:28])=[O:26]

Participants

3

Reactant 2

HCID 7150Methyl BenzoateHCID 17159Trimethyl 1,2,4-benzenetricarboxylate

Product 1

HCID 61225Dimethyl-2,6-naphthalenedicarboxylate

Procedure

The procedure in Example 1 was repeated to carry out esterification except that mixed solvent containing 10.0 g of trimethyl trimellitate and 2.0 g of methyl benzoate was fed into the reactor. The results of analysis for the reaction product indicated 91.2 mol % yield of-the objective dimethyl 2,6-naphthalene-dicarboxylate based on 2,6-naphthalene-dicarboxylic acid; 96.0% efficiency of equilibrium achievement; and at most 1.0 mol % by-produced dimethyl ether based on methanol that was fed into the reaction system.

Workup

  1. customThe results of analysis for the reaction product

Sources & evidence

ORD record
ord-b5f75f883f4340f38e067fcfd3150c1d
Source dataset
uspto-grants-1995_07
Patent number
US05436364

Reaction notes

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