HCID 22042477, compound → HCID 22042441, compound

HRID 1790887Notes

Reaction equation

HRID 1790887 reaction equation
[CH3:1][C:2]1([C:7]2(/[CH:10]=[CH:11]/[C:12](=[O:14])[CH3:13])[CH2:9][CH2:8]2)[O:6][CH2:5][CH2:4][O:3]1.[H][H]>C1COCC1.[Pt](=O)=O>[CH3:1][C:2]1([C:7]2([CH2:10][CH2:11][C:12](=[O:14])[CH3:13])[CH2:9][CH2:8]2)[O:3][CH2:4][CH2:5][O:6]1

Participants

5

Reactant 2

HCID 22042477HCID 22042477, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22042441HCID 22042441, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 8028TetrahydrofuranSolvent

Procedure

1.23 g of 153 is dissolved in THF, and 200 mg of platinum(IV) oxide is added in an argon stream. Using a hydrogenating apparatus, it is hydrogenated until no more hydrogen is consumed, flushed with nitrogen, filtered and concentrated by evaporation. The residue is chromatographed on silica gel with ethyl acetate/hexane, whereby 1.19 g of title compound 154 accumulates as a colorless oil.

Workup

  1. customis consumed
  2. customflushed with nitrogen
  3. filtrationfiltered
  4. concentrationconcentrated by evaporation
  5. customThe residue is chromatographed on silica gel with ethyl acetate/hexane, whereby 1.19 g of title compound 154 accumulates as a colorless oil

Sources & evidence

ORD record
ord-94c948cc57194278aef42c5ab3b35ba8
Source dataset
uspto-grants-2006_07
Patent number
US07071344B1

Reaction notes

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