HCID 59411622, compound → HCID 59411620, compound

HRID 425794Notes

Reaction equation

HRID 425794 reaction equation
[CH3:1][C:2]1[CH2:3][C@H:4]2[C:11](=[O:12])[N:10]3[C@H:6]([CH2:7][O:8][C@@H:9]3[C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C@H:5]2[CH:19]=1>CCO.[Pd]>[CH3:1][CH:2]1[CH2:19][C@@H:5]2[C@@H:6]3[N:10]([C:11](=[O:12])[C@@H:4]2[CH2:3]1)[C@@H:9]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[O:8][CH2:7]3

Participants

4

Reactant 1

HCID 59411622HCID 59411622, compound

Product 1

HCID 59411620HCID 59411620, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of (1R,3aS,3bS,6aR)-5-methyl-1-phenyl-3a,3b,6,6a-tetrahydro-3H-2-oxa-7a-aza-cyclopenta[a]pentalen-7-one (Jao E. et al Tetrahedron Letters, 2003, 44, 5033-5035) (2.34 g) in EtOH (23 mL) was treated with Pd/C 10% (456 mg) and stirred under hydrogen (1 bar) for 1.5 h. After filtration through celite and removal of the solvents the title compound was obtained as an oil, which was used without further purification.

Workup

  1. filtrationAfter filtration
  2. customthrough celite and removal of the solvents the title compound
  3. customwas obtained as an oil, which
  4. customwas used without further purification

Sources & evidence

ORD record
ord-8862527f9c20478fa7f041a34dbb9f1e
Source dataset
uspto-grants-2012_01
Patent number
US08106215B2

Reaction notes

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