HCID 21663940, compound → HCID 53720646, compound

HRID 2372530Notes

Reaction equation

HRID 2372530 reaction equation
[CH3:1][CH2:2][O:3][CH:4]([O:6][CH2:7][CH:8]([C:12]([CH2:23][CH:24]=[CH2:25])([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:9][CH2:10][CH3:11])[CH3:5]>C(O)C.[Pd]>[CH3:1][CH2:2][O:3][CH:4]([O:6][CH2:7][CH:8]([C:12]([CH2:23][CH2:24][CH3:25])([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:9][CH2:10][CH3:11])[CH3:5]

Participants

4

Reactant 1

HCID 21663940HCID 21663940, compound

Product 1

HCID 53720646HCID 53720646, compoundYield 86.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

57 mg (0.17 mmol) of diethyl 2-[1-(2-ethoxy)ethoxypent-4-yl]-2-allylmalonate prepared above was dissolved in 10 mL absolute ethanol and combined with 6 mg (56 umol) 10% palladium on carbon. The mixture was flushed with hydrogen and hydrogenated for 4 hrs at 44 psi. Removal of the catalyst by filtration through Celite® brand diatomite and concentration provided 53 mg of a colorless oil.

Workup

  1. customThe mixture was flushed with hydrogen
  2. customRemoval of the catalyst
  3. filtrationby filtration
  4. concentrationthrough Celite® brand diatomite and concentration

Sources & evidence

ORD record
ord-0c071d2243f144ebbd0c72e75a0622dd
Source dataset
uspto-grants-1992_03
Patent number
US05099020

Reaction notes

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