HCID 4650165, compound → HCID 9798168, compound

HRID 654468Notes

Reaction equation

HRID 654468 reaction equation
[O:1]([CH2:8][CH2:9][O:10][C:11]1[CH:24]=[CH:23][C:14]([CH:15]=[C:16]2[S:20][C:19](=[O:21])[NH:18][C:17]2=[O:22])=[CH:13][CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>O1CCOCC1.[Pd]>[O:1]([CH2:8][CH2:9][O:10][C:11]1[CH:24]=[CH:23][C:14]([CH2:15][CH:16]2[S:20][C:19](=[O:21])[NH:18][C:17]2=[O:22])=[CH:13][CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 4650165HCID 4650165, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 9798168HCID 9798168, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

5-[4-(2-Phenoxyethoxy)benzylidene]-2,4-thiazolidinedione (4 g) in dry 1,4-dioxan (200 ml) was reduced under hydrogen in the presence of 10% palladium on charcoal (8 g) at ambient temperature and atmospheric pressure until hydrogen uptake ceased. The solution was filtered through diatomaceous earth, the filter pad was washed exhaustively with dioxan and the combined filtrates were evaporated to dryness under vacuum. The title compound (mp 133° C.) was obtained after crystallisation from methanol.

Workup

  1. filtrationThe solution was filtered through diatomaceous earth
  2. washthe filter pad was washed exhaustively with dioxan
  3. customthe combined filtrates were evaporated to dryness under vacuum

Sources & evidence

ORD record
ord-22a6286604674de490a560bd05aaaecd
Source dataset
uspto-grants-1992_07
Patent number
US05132317

Reaction notes

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