Ethanol → HCID 66956436, compound

HRID 1363954Notes

Reaction equation

HRID 1363954 reaction equation
[CH:1]1([C:9](=O)[CH2:10][CH3:11])[CH2:8][CH2:7][CH2:6][CH2:5][CH:4]=[CH:3][CH2:2]1.C([OH:15])C>[Pd]>[CH:1]1([CH2:9][C:10](=[O:15])[CH3:11])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 702EthanolHCID 66956911HCID 66956911, compound

Product 1

HCID 66956436HCID 66956436, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A solution of 1-cyclooct-3-enylpropan-1-one (1.5 g, 9 mmol) in ethanol (20 ml) was treated with 10% palladium on charcoal (0.09 g) at room temperature and the resulting suspension was hydrogenated during 40 min. at 20 bars. After filtration through Celite® and concentration under vacuum, the crude product was purified by flash chromatography (hexane/Et2O 19:1) to give 0.78 g of 1-cyclooctylpropanone (52%).

Workup

  1. filtrationAfter filtration
  2. concentrationthrough Celite® and concentration under vacuum
  3. customthe crude product was purified by flash chromatography (hexane/Et2O 19:1)

Sources & evidence

ORD record
ord-8a72a46019684509b7d5c126586606fc
Source dataset
uspto-grants-2011_02
Patent number
US07888309B2

Reaction notes

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