HCID 68724534, compound → HCID 131732745, compound

HRID 1471386Notes

Reaction equation

HRID 1471386 reaction equation
[CH3:1][C:2]1[CH:3]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:4]2([CH2:9][C:10](=[O:12])[CH:11]=1)[CH2:8][CH2:7][CH2:6][CH2:5]2>CCCCCC.[Pd]>[CH3:1][C@H:2]1[CH2:11][C:10](=[O:12])[CH2:9][C:4]2([CH2:5][CH2:6][CH2:7][CH2:8]2)[C@H:3]1[C:13]([O:15][CH2:16][CH3:17])=[O:14]

Participants

4

Reactant 1

HCID 68724534HCID 68724534, compound

Product 1

HCID 131732745HCID 131732745, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8058HexaneSolvent

Procedure

A solution of ethyl 7-methyl-9-oxospiro[4.5]dec-7-ene-6-carboxylate (2.5 g, 10.6 mmol, prepared as described in Example 16) in hexane (40 ml) was treated with 10% Pd/C (0.5 g) and hydrogenated (10 bar) for 1.5 h. The resulting mixture was filtered and concentrated to give cis-ethyl 7-methyl-9-oxospiro[4.5]decane-6-carboxylate (2.29, 91%).

Workup

  1. filtrationThe resulting mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-7324c7ba64f042bdb5f1d007dc9a8b3b
Source dataset
uspto-grants-2015_04
Patent number
US09012391B2

Reaction notes

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