[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]1A 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%).
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