Acetic Acid → HCID 21705007, compound

HRID 1595546Notes

Reaction equation

HRID 1595546 reaction equation
[CH3:1][S:2]([O:5][C:6]1[CH:7]=[C:8]([CH2:12][CH2:13][O:14][C:15]2[CH:28]=[CH:27][C:18]([CH:19]=[C:20]3[S:24][C:23](=[O:25])[NH:22][C:21]3=[O:26])=[CH:17][CH:16]=2)[CH:9]=[CH:10][CH:11]=1)(=[O:4])=[O:3].C(O)(=O)C>C(OCC)(=O)C.[Pd]>[CH3:1][S:2]([O:5][C:6]1[CH:7]=[C:8]([CH2:12][CH2:13][O:14][C:15]2[CH:16]=[CH:17][C:18]([CH2:19][CH:20]3[S:24][C:23](=[O:25])[NH:22][C:21]3=[O:26])=[CH:27][CH:28]=2)[CH:9]=[CH:10][CH:11]=1)(=[O:3])=[O:4]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 54069217HCID 54069217, compound

Product 1

HCID 21705007HCID 21705007, compoundYield 59%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

2 g (84 mmole) 5-(4-[2-(3-methanesulfonyloxyphenyl)ethoxy]benzylidene)thiazolidine-2,4-dione was hydrogenated in 200 ml ethyl acetate and 10 ml acetic acid in the presence of Pd/C (10%) at atmospheric pressure over night. The catalyst was filtered off and the solvent was evaporated in vacuo. The residue was crystallized in ethanol to give 1.18 g (yield 59%) of the desired product.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was evaporated in vacuo
  3. customThe residue was crystallized in ethanol

Sources & evidence

ORD record
ord-6d04d53102a2422e87bb772bfd8212a6
Source dataset
uspto-grants-2001_09
Patent number
US06288096B1

Reaction notes

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