Isopropanol → HCID 22731978, compound

HRID 2083910Notes

Reaction equation

HRID 2083910 reaction equation
[OH-].[K+].[Cl:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[S:10][CH2:9][CH2:8][C:7]2([C:15](N)=[O:16])[OH:14].C([OH:21])(C)C>O>[Cl:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[S:10][CH2:9][CH2:8][C:7]2([C:15]([OH:16])=[O:21])[OH:14]

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 14797Potassium HydroxideHCID 13051701HCID 13051701, compound

Product 1

HCID 22731978HCID 22731978, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Potassium hydroxide (5.1 g, 91 mmol) and 6-chloro-4-hydroxythiochromane-4-yl-carboxamide (1.36 g, 5.58 mmol; from step (ii) above) were dissolved in water (25 mL) and isopropanol and refluxed for 2 d. The isopropanol was removed under reduced pressure and the aqueous residue was washed with diethyl ether. Acidification with aq. HCl, extraction with ethyl acetate, and then drying and concentration in vacuo afforded the sub-title compound. Yield: 0.87 g (64%).

Workup

  1. customThe isopropanol was removed under reduced pressure
  2. washthe aqueous residue was washed with diethyl ether
  3. extractionAcidification with aq. HCl, extraction with ethyl acetate
  4. customdrying
  5. concentrationconcentration in vacuo

Sources & evidence

ORD record
ord-3d5ad0d1e80046b98e079ee8d5506cee
Source dataset
uspto-grants-2004_04
Patent number
US06716834B2

Reaction notes

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