Water → HCID 10778296, compound

HRID 1460464Notes

Reaction equation

HRID 1460464 reaction equation
[CH3:1][O:2][C:3]1[C:4]([O:19][CH3:20])=[CH:5][C:6]2[CH:11]([C:12]([O:14]CC)=[O:13])[S:10][CH2:9][C:8](=[O:17])[C:7]=2[CH:18]=1.[OH-].[K+].O>CO>[CH3:1][O:2][C:3]1[C:4]([O:19][CH3:20])=[CH:5][C:6]2[CH:11]([C:12]([OH:14])=[O:13])[S:10][CH2:9][C:8](=[O:17])[C:7]=2[CH:18]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 10541965HCID 10541965, compound

Product 1

HCID 10778296HCID 10778296, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In methanol (20 ml) was suspended ethyl 6,7-di-methoxy-3,4-dihydro-1H-2-benzothiopyran-4-one-1-carboxylate (6 g) followed by addition of 2N-KOH (15 ml) and the mixture was stirred at room temperature for one hour. The reaction mixture was then 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-dimethoxy-3,4-dihydro-1H-2-benzothiopyran-4-one-1-carboxylic acid (4.4 g, yield 82%). Recrystallization from methanol gave colorless prisms. m.p. 212°-213° C.

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-2c542f50e11b46b29b41c86c7813f1f2
Source dataset
uspto-grants-1991_12
Patent number
US05071841

Reaction notes

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