HCID 12371942, compound → HCID 13758736, compound

HRID 581070Notes

Reaction equation

HRID 581070 reaction equation
[CH3:1][O:2][C:3]1[C:12]2[O:11][CH2:10][CH:9]=[CH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.[H][H]>C(O)(=O)C.[Pd]>[CH3:1][O:2][C:3]1[C:12]2[O:11][CH2:10][CH2:9][CH2:8][C:7]=2[CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 12371942HCID 12371942, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13758736HCID 13758736, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

The compound obtained in Step B (1 g:6.84 mmol) dissolved in glacial acetic acid (10 ml) is poured into the reactor of a Paar apparatus. 10% palladium on carbon (10% by weight; 100 mg), acting as catalyst, is added. The whole is then subjected to a hydrogen pressure of 45 psi for 12 hours at room temperature. After filtration, the solvent is removed under reduced pressure and then extraction is carried out with dichloromethane. The recovered organic phase, dried over magnesium sulphate, is purified after concentration over a silica column eluted with pure dichloromethane. The title product is obtained pure in the form of a yellow oil.

Workup

  1. additionis poured into the reactor of a Paar apparatus
  2. additionis added
  3. filtrationAfter filtration
  4. customthe solvent is removed under reduced pressure
  5. extractionextraction
  6. dry with materialThe recovered organic phase, dried over magnesium sulphate
  7. customis purified
  8. concentrationafter concentration over a silica column
  9. washeluted with pure dichloromethane

Sources & evidence

ORD record
ord-6eb18eefd2fe4e75b69526204d65328d
Source dataset
uspto-grants-1999_07
Patent number
US05919814

Reaction notes

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