Water → HCID 14997449, compound

HRID 1460463Notes

Reaction equation

HRID 1460463 reaction equation
[CH2:1]1[CH2:20][O:19][C:4]2=[CH:5][C:6]3[CH:11]([C:12]([O:14]CC)=[O:13])[S:10][CH2:9][C:8](=[O:17])[C:7]=3[CH:18]=[C:3]2[O:2]1.[OH-].[Na+].O>C(O)C>[CH2:1]1[CH2:20][O:19][C:4]2=[CH:5][C:6]3[CH:11]([C:12]([OH:14])=[O:13])[S:10][CH2:9][C:8](=[O:17])[C:7]=3[CH:18]=[C:3]2[O:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 54231148HCID 54231148, compound

Product 1

HCID 14997449HCID 14997449, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In ethanol (200 ml) was suspended ethyl 6,7-ethylenedioxy-3,4-dihydro-1H-2-benzothiopyran-4-one-1-carboxylate (55 g) followed by addition of 2N-NaOH (200 ml). The mixture was stirred at room temperature for one hour. The reaction mixture was poured into water, acidified and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4) and the solvent was distilled off to give 6,7-ethylenedioxy-3,4-dihydro-1H-2-benzothiopyran-4-one-1-carboxylic acid (32.5 g, yield (65%). Recrystallization from ethyl acetate gave colorless prisms.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with water
  3. dry with materialdried (MgSO4)
  4. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-10fdc1cdd58647b9b05d2c529830fe74
Source dataset
uspto-grants-1991_12
Patent number
US05071841

Reaction notes

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