HCID 14136089, compound → HCID 60108884, compound

HRID 1005927Notes

Reaction equation

HRID 1005927 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]([C:13]([O:15]C)=[O:14])[C:10]([O:17][CH3:18])=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6]>[OH-].[K+]>[CH3:8][O:7][C:5](=[O:6])[C:4]1[CH:9]=[C:10]([O:17][CH3:18])[C:11]([C:13]([OH:15])=[O:14])=[CH:12][C:3]=1[O:2][CH3:1]

Participants

3

Reactant 1

HCID 14136089HCID 14136089, compound

Product 1

HCID 60108884HCID 60108884, compoundYield 45.6%

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent

Procedure

A suspension of dimethyl 2,5-dimethoxyterephthalate (4 g, 15.7 mmol), prepared as in Description 9, in methanolic KOH (0.86 g of KOH in 100 ml MeOH) was refluxed for 3 h. The solution was cooled and the solvent removed under vacuum. The residue was treated with dilute HCl and the solid filtered off. The crude mixture was purified by column chromatogrphy using 1:1 ethyl acetate/hexane as a solvent obtaining 1.72 g of the title compound (yield 44.7%), mp=123-124° C.

Workup

  1. temperatureThe solution was cooled
  2. customthe solvent removed under vacuum
  3. additionThe residue was treated with dilute HCl
  4. filtrationthe solid filtered off
  5. customThe crude mixture was purified by column chromatogrphy

Sources & evidence

ORD record
ord-838e317c2a654724a1ed11a7916d6cd8
Source dataset
uspto-grants-2004_09
Patent number
US06787550B1

Reaction notes

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