Water → HCID 10613471, compound

HRID 1460462Notes

Reaction equation

HRID 1460462 reaction equation
[CH:1]1([C:7]2[CH:8]=[CH:9][C:10]3[CH:15]([C:16]([O:18]CC)=[O:17])[S:14][CH2:13][C:12](=[O:21])[C:11]=3[CH:22]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[K+].O>CO>[CH:1]1([C:7]2[CH:8]=[CH:9][C:10]3[CH:15]([C:16]([OH:18])=[O:17])[S:14][CH2:13][C:12](=[O:21])[C:11]=3[CH:22]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 10615525HCID 10615525, compound

Product 1

HCID 10613471HCID 10613471, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In methanol (200 ml) was suspended ethyl 6-cyclohexyl-3,4-dihydro-1H-2-benzothiopyran-4-one-1-carboxylate (52 g) followed by addition of 2N-KOH (100 ml). The mixture was stirred at room temperature for one hour, 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-cyclohexyl-3,4-dihydro-1H-2-benzothiopyran-4-one-1-carboxylic acid (33 g, yield 73%). Recrystallization from ethyl acetate-hexane gave colorless plates.

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-d2637b52138646a8bff20a2a019de299
Source dataset
uspto-grants-1991_12
Patent number
US05071841

Reaction notes

Loading…