Acetic Acid → HCID 21704969, compound

HRID 1595486Notes

Reaction equation

HRID 1595486 reaction equation
[CH3:1][S:2]([O:5][C:6]1[CH:11]=[C:10]([O:12][S:13]([CH3:16])(=[O:15])=[O:14])[CH:9]=[CH:8][C:7]=1[CH2:17][CH2:18][O:19][C:20]1[CH:33]=[CH:32][C:23]([CH:24]=[C:25]2[S:29][C:28](=[O:30])[NH:27][C:26]2=[O:31])=[CH:22][CH:21]=1)(=[O:4])=[O:3].C(O)(=O)C>C(OCC)(=O)C.[Pd]>[CH3:1][S:2]([O:5][C:6]1[CH:11]=[C:10]([O:12][S:13]([CH3:16])(=[O:14])=[O:15])[CH:9]=[CH:8][C:7]=1[CH2:17][CH2:18][O:19][C:20]1[CH:21]=[CH:22][C:23]([CH2:24][CH:25]2[S:29][C:28](=[O:30])[NH:27][C:26]2=[O:31])=[CH:32][CH:33]=1)(=[O:4])=[O:3]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 54436213HCID 54436213, compound

Product 1

HCID 21704969HCID 21704969, compoundYield 76.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

0.718 g (1.4 mmole) 5-(4-[2-(2,4-dimethanesulfonyloxyphenyl)ethoxy]benzylidene)thiazolidine-2,4-dione was hydrogenated over night in 100 ml ethyl acetate and 1 ml acetic acid with 1.4 g Pd/C (10%) as catalyst. The catalyst was filtered off and the filtrate was washed with water, dried with magnesium sulfate and evaporated in vacuo to give 0.55 g (yield 76%) of the desired product.

Workup

  1. filtrationThe catalyst was filtered off
  2. washthe filtrate was washed with water
  3. dry with materialdried with magnesium sulfate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-7cc0cdbe66a44b9980394687f260a7f8
Source dataset
uspto-grants-2001_09
Patent number
US06288096B1

Reaction notes

Loading…