Water → HCID 14997436, compound

HRID 1460460Notes

Reaction equation

HRID 1460460 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:10]([C:11]([O:13]C)=[O:12])[S:9][CH2:8][C:7](=[O:15])[C:6]=2[CH:16]=1.[OH-].[K+].O>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:10]([C:11]([OH:13])=[O:12])[S:9][CH2:8][C:7](=[O:15])[C:6]=2[CH:16]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 14997435HCID 14997435, compound

Product 1

HCID 14997436HCID 14997436, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In methanol (100 ml) was suspended methyl 6-chloro-3,4-dihydro-1H-2-benzothiopyran-4-one-1-carboxylate (21.5 g) followed by addition of 2N-KOH (70 ml). The mixture was stirred at room temperature for one hour. The resulting 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-chloro-3,4-dihydro-1H-2-benzothiopyran-4-one-1-carboxylic acid (18.8 g, yield 93%). Recrystallization from ethyl acetate gave colorless prisms.

Workup

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

Sources & evidence

ORD record
ord-d627428094964cb7acda18582cff0ea5
Source dataset
uspto-grants-1991_12
Patent number
US05071841

Reaction notes

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