HCID 66926177, compound → HCID 66926043, compound

HRID 2170798Notes

Reaction equation

HRID 2170798 reaction equation
[CH3:1][O:2][C:3]1[CH2:7][C:6](=[CH:8][CH:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)[C:5](=[O:15])[CH:4]=1.[H][H]>C(O)C.[Pd]>[CH3:1][O:2][C:3]1[CH2:7][CH:6]([CH2:8][CH:9]2[CH2:10][CH2:11][O:12][CH2:13][CH2:14]2)[C:5](=[O:15])[CH:4]=1

Participants

5

Reactant 2

HCID 66926177HCID 66926177, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66926043HCID 66926043, compoundYield 95.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 3-methoxy-5-[1-(tetrahydro-pyran-4-yl)-methylidene]-cyclopent-2-enone (938 mg, 4.5 mmol) in ethanol (45 ml) was added to 5% palladium on activated charcoal (94 mg) and the reaction stirred for 7.5 hours under 3 bar of hydrogen. The reaction was then filtered through a pad of Celite, washed with ethanol and concentrated in vacuo to give 3-methoxy-5-(tetrahydro-pyran-4-ylmethyl)-cyclopent-2-enone (906 mg).

Workup

  1. filtrationThe reaction was then filtered through a pad of Celite
  2. washwashed with ethanol
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-cd09db9871df4101a3f44f2aad27dc3f
Source dataset
uspto-grants-2015_06
Patent number
US09051300B2

Reaction notes

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