HCID 10820778, compound → HCID 67854555, compound

HRID 484398Notes

Reaction equation

HRID 484398 reaction equation
[CH2:1]=[C:2]1[CH2:6][CH:5]([CH2:7][CH2:8][CH2:9][CH3:10])[O:4][C:3]1=[O:11].[H][H]>[Pd].C(O)C>[CH3:1][C@H:2]1[CH2:6][C@@H:5]([CH2:7][CH2:8][CH2:9][CH3:10])[O:4][C:3]1=[O:11]

Participants

5

Reactant 2

HCID 10820778HCID 10820778, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67854555HCID 67854555, compoundYield 86.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-Methylene-5-butyldihydro-2(3H)-furanone (5.8 g; 0.33 mole) was charged to a reactor with 0.25 g 5% palladium on carbon and 6 mls ethanol. The mixture was stirred at room temperature and hydrogen gas slowly introduced subsurfacely for eight hours. The catalyst was removed by filtering and the solvent evaporated under reduced pressure to yield 5.3 g of cis- 3-methyl-5-butyldihydro-2(3H) furanone (84% assay by GLC;86.5% yield)

Workup

  1. customThe catalyst was removed
  2. filtrationby filtering
  3. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-bb457110e5b742c1a17dbeef1df284bb
Source dataset
uspto-grants-1993_07
Patent number
US05231192

Reaction notes

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