5-(4-[2-(4-Tert-butylaminocarbonyloxyphenyl)ethoxy]benzylidene)thiazolidine-2,4-dione → 5-([4-[2-(4-tert-Butylaminocarbonyloxyphenyl)ethoxy]phenyl]methyl)thiazolidine-2,4-dione

HRID 1595517Notes

Reaction equation

HRID 1595517 reaction equation
[C:1]([NH:5][C:6]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][O:17][C:18]2[CH:31]=[CH:30][C:21]([CH:22]=[C:23]3[S:27][C:26](=[O:28])[NH:25][C:24]3=[O:29])=[CH:20][CH:19]=2)=[CH:11][CH:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(OCC)(=O)C>[C:1]([NH:5][C:6]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][O:17][C:18]2[CH:31]=[CH:30][C:21]([CH2:22][CH:23]3[S:27][C:26](=[O:28])[NH:25][C:24]3=[O:29])=[CH:20][CH:19]=2)=[CH:11][CH:10]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 1

HCID 542986395-(4-[2-(4-Tert-butylaminocarbonyloxyphenyl)ethoxy]benzylidene)thiazolidine-2,4-dione

Product 1

HCID 217050175-([4-[2-(4-tert-Butylaminocarbonyloxyphenyl)ethoxy]phenyl]methyl)thiazolidine-2,4-dioneYield 99.5%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1 g (2.27 mmole) 5-(4-[2-(4-tert-butylaminocarbonyloxyphenyl)ethoxy]benzylidene)thiazolidine-2,4-dione was hydrogenated on Pd/C (5%) in ethyl acetate at atmospheric pressure over night. The catalyst was filtered off and the solvent was evaporated in vacuo to give 1 g (yield 99%) of the desired product.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-a8e90b4711bc4b14ada5f3f012b21855
Source dataset
uspto-grants-2001_09
Patent number
US06288096B1

Reaction notes

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