HCID 68526884, compound → HCID 68864310, compound

HRID 1454768Notes

Reaction equation

HRID 1454768 reaction equation
[C:1]([C:4]12[CH2:13][CH:8]([C:9]([CH3:12])=[CH:10][CH2:11]1)[C:7](=[O:14])[CH2:6][CH:5]2[CH3:15])([CH3:3])=[CH2:2]>CO.[Pd]>[CH:1]([C:4]12[CH2:13][CH:8]([CH:9]([CH3:12])[CH2:10][CH2:11]1)[C:7](=[O:14])[CH2:6][CH:5]2[CH3:15])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 68526884HCID 68526884, compound

Product 1

HCID 68864310HCID 68864310, compoundYield 22%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

At 25° C., a mixture of 1 g 5-isopropenyl-4,8-dimethylbicyclo[3.3.1]non-7-en-2-one (4.9 mmol) and 50 mg 10% Pd/C in 10 ml MeOH was stirred under 10 bar of H2 for 5 h. Filtration (Celite®), concentration, and FC (SiO2, hexane/Et2O 100:7) gave 0.22 g (22%) of compound 9. The boiling point of the end product is 75° C. at 0.07 torr (0.09 mbar).

Workup

  1. filtrationFiltration (Celite®), concentration, and FC (SiO2, hexane/Et2O 100:7)

Sources & evidence

ORD record
ord-ef4b92b6eea3482b8b962f85aafe2ed1
Source dataset
uspto-grants-2009_01
Patent number
US07482313B2

Reaction notes

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