HCID 22850442, compound → HCID 18963415, compound

HRID 1975301Notes

Reaction equation

HRID 1975301 reaction equation
[C:1]([O:6][C:7]1=[CH:8][C:9](=[O:16])[NH:10]/[C:11]/1=[CH:12]\[CH:13]([CH3:15])[CH3:14])(=[O:5])[CH2:2][CH2:3][CH3:4]>C1(C)C=CC=CC=1.[Pd]>[C:1]([O:6][CH:7]1[CH:11]([CH2:12][CH:13]([CH3:15])[CH3:14])[NH:10][C:9](=[O:16])[CH2:8]1)(=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 22850442HCID 22850442, compound

Product 1

HCID 18963415HCID 18963415, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Procedure

30.0 g of (Z)-4-butyryloxy-5-isobutylidene-3-pyrrolin-2-one (produced according to Example 3) was dissolved in 300 ml of toluene, mixed with 3.0 g of palladium/activated carbon (5 percent of pf Pd) and hydrogenated for 24 hours in an autoclave at 2 MPa (20 bar). Then the catalyst was filtered off, the filtrate was concentrated by evaporation and the residue was recrystallized from hexane. The yield of the title compound was 23.50 g (77 percent of theory). The title compound had a melting point of 101.5° to 102.7° C. Other data concerning the title compound was:

Workup

  1. filtrationThen the catalyst was filtered off
  2. concentrationthe filtrate was concentrated by evaporation
  3. customthe residue was recrystallized from hexane

Sources & evidence

ORD record
ord-67be85ed34894ae992e8d86dfb0036ea
Source dataset
uspto-grants-1994_02
Patent number
US05286650

Reaction notes

Loading…