HCID 59211739, compound → HCID 59211741, compound

HRID 1259481Notes

Reaction equation

HRID 1259481 reaction equation
[CH2:1]([CH:5]1[CH2:11][CH:10]2[CH2:12][CH:7]([CH:8]=[CH:9]2)[C:6]1=[O:13])[CH2:2][CH2:3][CH3:4].[H][H]>[Pd].C(O)(C)C>[CH2:1]([CH:5]1[CH2:11][CH:10]2[CH2:12][CH:7]([CH2:8][CH2:9]2)[C:6]1=[O:13])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 59211739HCID 59211739, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59211741HCID 59211741, compoundYield 54.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3776IsopropanolSolvent

Conditions

Temperature
100 °C

Procedure

3-Butylbicyclo[3.2.1]oct-6-en-2-one (100 g, synthesized as above) was placed in a stainless steel autoclave with isopropanol (50 g) and palladium on carbon (Pd/C, 1 g). The mixture was placed under 300 psi of hydrogen gas (H2) and heated at 100° C. until gas uptake ceased. The resulting material was removed from the autoclave, filtered, and distilled to yield 3-butylbicyclo[3.2.1]octan-2-one (55 g).

Workup

  1. customThe resulting material was removed from the autoclave
  2. filtrationfiltered
  3. distillationdistilled

Sources & evidence

ORD record
ord-c980926d654d47efa30827d965ae3542
Source dataset
uspto-grants-2013_06
Patent number
US08466325B2

Reaction notes

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