4,5-Dimethoxyphthalic acid → 5,6-Dimethoxy-1,3-dihydro-2-benzofuran-1,3-dione

HRID 2111616

Reaction equation

HRID 2111616 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:14]([OH:16])=[O:15])[C:6](=[CH:10][C:11]=1[O:12][CH3:13])[C:7]([OH:9])=O>C(OC(=O)C)(=O)C>[CH3:13][O:12][C:11]1[CH:10]=[C:6]2[C:7](=[O:9])[O:16][C:14](=[O:15])[C:5]2=[CH:4][C:3]=1[O:2][CH3:1]

Participants

3

Reactant 1

HCID 2909884,5-Dimethoxyphthalic acid

Product 1

HCID 6103565,6-Dimethoxy-1,3-dihydro-2-benzofuran-1,3-dioneYield 48%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

The product of above-mentioned (b) (4.1 g, 18 mmol) was heated under reflux in acetic anhydride (14 ml) for 10 minutes. The reaction solution was poured into ice-cold water, and extracted with chloroform. The organic layer was washed with an aqueous saturated sodium bicarbonate solution and then water, dried and concentrated under reduced pressure to give 1.8 g of the title compound.

Workup

  1. additionThe reaction solution was poured into ice-cold water
  2. extractionextracted with chloroform
  3. washThe organic layer was washed with an aqueous saturated sodium bicarbonate solution
  4. dry with materialwater, dried
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d9ad4222b2b14916aec932ed1497abd8
Source dataset
uspto-grants-2009_04
Patent number
US07521451B2

Linked notes

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