HCID 642972, compound → HCID 12728388, compound

HRID 716500Notes

Reaction equation

HRID 716500 reaction equation
[CH3:1][C:2]1[CH2:11][C:6]2([CH2:10][CH2:9][CH2:8][CH2:7]2)[O:5][CH2:4][CH:3]=1.[H][H]>[Ni].[Pd].C(O)(C)C>[CH3:1][CH:2]1[CH2:11][C:6]2([CH2:7][CH2:8][CH2:9][CH2:10]2)[O:5][CH2:4][CH2:3]1

Participants

6

Reactant 2

HCID 642972HCID 642972, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12728388HCID 12728388, compoundYield 95%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 23938PalladiumCatalystHCID 3776IsopropanolSolvent

Procedure

A solution of 9-methyl-6-oxaspiro[4.5]dec-8-ene (1.52 kg, 10.0 mols), isopropyl alcohol (1000 ml) and Raney nickel (100 g), Pd/C (100 g) or other suitable sponge-metal catalyst was hydrogenated at 450 psi, at 140° C. for 10-12 h until the theoretical amount of hydrogen was taken up. The mixture was cooled and filtrated. The isopropyl alcohol was evaporated and the residue obtained was distilled under reduced pressure to provide 9-methyl-6-oxaspiro[4.5]decane (1.4 kg, yield: 95%, purity: 98%).

Workup

  1. temperatureThe mixture was cooled
  2. filtrationfiltrated
  3. customThe isopropyl alcohol was evaporated
  4. customthe residue obtained
  5. distillationwas distilled under reduced pressure

Sources & evidence

ORD record
ord-eb70911fa5bd4d23b969e97fc3bb020c
Source dataset
uspto-grants-2015_11
Patent number
US09187709B2

Reaction notes

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