HCID 22719847, compound → HCID 22719889, compound

HRID 430637Notes

Reaction equation

HRID 430637 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:16])[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)=[CH:4][CH:3]=1>C(O)(=O)C.[OH-].[Na+].[Pt]=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:16])[CH2:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][NH:11]2)=[CH:4][CH:3]=1

Participants

5

Reactant 1

HCID 22719847HCID 22719847, compound

Product 1

HCID 22719889HCID 22719889, compound

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 176Acetic AcidSolventHCID 14798Sodium HydroxideSolvent

Procedure

1 mmol of the compound obtained in Example 58 is dissolved in 20 ml of acetic acid, and 8 mg of platinum oxide are added. The hydrogenation is carried out starting from an initial pressure of 3 atmospheres at 24° C. After reacting for 3 hours, the catalyst is filtered off and washed with dichloromethane. The solvents are evaporated off and the residue obtained is dissolved in 10% sodium hydroxide solution and extracted with dichloro-methane. The organic phase is washed with water, dried over MgSO4 and then evaporated off to yield the title compound in the form of a white solid.

Workup

  1. customat 24° C
  2. filtrationthe catalyst is filtered off
  3. washwashed with dichloromethane
  4. customThe solvents are evaporated off
  5. customthe residue obtained
  6. extractionextracted with dichloro-methane
  7. washThe organic phase is washed with water
  8. dry with materialdried over MgSO4
  9. customevaporated off

Sources & evidence

ORD record
ord-79c0c75f06f54e1393b14eb3e1e88125
Source dataset
uspto-grants-2001_11
Patent number
US06323220B1

Reaction notes

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