HCID 18963414, compound → HCID 18963412, compound

HRID 1975304Notes

Reaction equation

HRID 1975304 reaction equation
[CH:1](=[C:8]1/[C:9]([O:14][C:15](=[O:19])[CH2:16][CH2:17][CH3:18])=[CH:10][C:11](=[O:13])[NH:12]/1)\[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1(C)C=CC=CC=1.[Pd]>[CH2:1]([CH:8]1[NH:12][C:11](=[O:13])[CH2:10][CH:9]1[O:14][C:15](=[O:19])[CH2:16][CH2:17][CH3:18])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 18963414HCID 18963414, compound

Product 1

HCID 18963412HCID 18963412, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Procedure

46.66 g of (Z)-5-benzylidene-4-butyryloxy-3-pyrrolin-2-one (produced according to Example 8) was suspended in 467 ml of toluene and hydrogenated for 28 hours with 4.67 g of palladium/activated carbon (5 percent of Pd) in an autoclave at room temperature and 2 MPa (20 bar). Then the catalyst was filtered off and the filtrate was concentrated by evaporation in a vacuum. The residue was recrystallized from diisopropyl ether. The yield of the title compound was 32.88 percent (69 percent of theory). The title compound had a melting point of 85.6° to 87° C. Other data concerning the title compound was:

Workup

  1. filtrationThen the catalyst was filtered off
  2. concentrationthe filtrate was concentrated by evaporation in a vacuum
  3. customThe residue was recrystallized from diisopropyl ether

Sources & evidence

ORD record
ord-bd9d5d720e9449308789dc01511a77c2
Source dataset
uspto-grants-1994_02
Patent number
US05286650

Reaction notes

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