Water → HCID 10801692, compound

HRID 466974Notes

Reaction equation

HRID 466974 reaction equation
[CH2:1]1[O:19][C:18]2[C:3](=[CH:4][C:5]3[C:11](=[O:12])[CH2:10][S:9][CH:8]([C:13]([O:15]C)=[O:14])[CH2:7][C:6]=3[CH:17]=2)[O:2]1.[OH-].[K+].O>CO>[CH2:1]1[O:19][C:18]2[C:3](=[CH:4][C:5]3[C:11](=[O:12])[CH2:10][S:9][CH:8]([C:13]([OH:15])=[O:14])[CH2:7][C:6]=3[CH:17]=2)[O:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 10684134HCID 10684134, compound

Product 1

HCID 10801692HCID 10801692, compoundYield 86.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 7,8-methylenedioxy-5-oxo-1,2,4,5-tetrahydro-3-benzothiepine-2-carboxylate (16.5 g) was suspended in methanol (100 ml), to which 2N--KOH (100 ml) was added. After stirring for an hour at room temperature, the mixture was poured into water, acidified and then extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4) and concentrated to afford 7,8-methylenedioxy-5-oxo-1,2,4,5-tetrahydro-3-benzothiepine-2-carboxylic acid (13.5 g, 86%). 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. concentrationconcentrated

Sources & evidence

ORD record
ord-82db2df064f44a0eb41d85c5acf0ed14
Source dataset
uspto-grants-1992_10
Patent number
US05158943

Reaction notes

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