HCID 68839044, compound → 4,6-Dihydrothieno(3,4-c)furan-1,3-dione

HRID 30199Notes

Reaction equation

HRID 30199 reaction equation
CO[C:3]([CH:5]1[CH2:9][S:8][CH2:7][C:6]1(O)[C:10]([OH:12])=[O:11])=[O:4]>C(OC(=O)C)(=O)C>[S:8]1[CH2:7][C:6]2[C:10]([O:12][C:3](=[O:4])[C:5]=2[CH2:9]1)=[O:11]

Participants

3

Reactant 1

HCID 68839044HCID 68839044, compound

Product 1

HCID 108881414,6-Dihydrothieno(3,4-c)furan-1,3-dioneYield 26%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A solution of 3-hydroxy tetrahydro thiophene-3,4-dicarboxylicacid-4-methylester (2.87 g, 14.9 mmol) in acetic anhydride (20 ml) was refluxed for 4 h. The reaction mixture was filtered and concentrated under reduce pressure. The solid residue was triturated with acetone, dried with Na2SO4 and concentrated in vacuo. The solid product was recrystallized from benzene to give 2,5-dihydrothiophene-3,4-dicarboxylic anhydride in 26% yield.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated
  3. customThe solid residue was triturated with acetone
  4. dry with materialdried with Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe solid product was recrystallized from benzene

Sources & evidence

ORD record
ord-c525aa781d6a4cd0ac56813da6847193
Source dataset
uspto-grants-2008_09
Patent number
US07423057B2

Reaction notes

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