Sodium Acetate → HCID 19976946, compound

HRID 1440346Notes

Reaction equation

HRID 1440346 reaction equation
[C:1]1([C:7]2[CH:11]=[C:10]([CH:12]([OH:16])[CH2:13][CH2:14][CH3:15])[S:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O-])(=O)C.[Na+].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl>[C:1]1([C:7]2[CH:11]=[C:10]([C:12](=[O:16])[CH2:13][CH2:14][CH3:15])[S:9][N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 517045Sodium AcetateHCID 19976910HCID 19976910, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 19976946HCID 19976946, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 35 ml of dichloromethane, were added 1.73 g (7.42 mmol) of 3-phenyl-5-(1-hydroxybutyl)isothiazole, 1.1 g (13.4 mmol) of sodium acetate and 2.88 g of "Frolisil" (trade mark). While the resultant mixture was vigorously stirred at room temperature, 2.88 g (13.4 mmol) of pyridinium chlorochromate were added at once. After the reaction mixture was stirred for 2 hours, an insoluble material was filtered off and the solvent was then distilled off. The residue was purified by silica gel chromatography (eluent: 20:1 n-hexane/ethyl acetate), whereby 3-phenyl-5-butyrylisothiazole was obtained as colorless crystals.

Workup

  1. filtrationan insoluble material was filtered off
  2. distillationthe solvent was then distilled off
  3. customThe residue was purified by silica gel chromatography (eluent: 20:1 n-hexane/ethyl acetate)

Sources & evidence

ORD record
ord-ce403e3bbfe443a7af9e7b8b5b7eb985
Source dataset
uspto-grants-1996_03
Patent number
US05498619

Reaction notes

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