HCID 54130044, compound → HCID 54008443, compound

HRID 840102Notes

Reaction equation

HRID 840102 reaction equation
[O:1]1[CH:13]2[C@@:14]34[CH2:16][CH2:17][N:18]([CH3:19])[C@@H:8]([C@@H:9]3[CH2:10][CH2:11][C:12]2=[O:20])[CH2:7][C:6]2=[C:15]4[C:2]1=[C:3]([CH:21]=[CH2:22])[CH:4]=[CH:5]2>CCO.[Pd]>[O:1]1[CH:13]2[C@@:14]34[CH2:16][CH2:17][N:18]([CH3:19])[C@@H:8]([C@@H:9]3[CH2:10][CH2:11][C:12]2=[O:20])[CH2:7][C:6]2=[C:15]4[C:2]1=[C:3]([CH2:21][CH3:22])[CH:4]=[CH:5]2

Participants

4

Reactant 1

HCID 54130044HCID 54130044, compound

Product 1

HCID 54008443HCID 54008443, compoundYield 63.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1.2 g (4.06 mmol) of 4,5-epoxy-17-methyl-3-vinylmorphinan-6-one were dissolved in 150 ml of absolute EtOH. 1 g of 10% Pd on charcoal was added and the reaction mixture was hydrogenated in a Parr apparatus at 35 psi and at room temperature for 8 h. The catalyst was filtered off and the solvent was removed in vacuo, yielding 0.77 g of the title product.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-89e1ac7467b941d290e4b0902d15b368
Source dataset
uspto-grants-2002_04
Patent number
US06365594B1

Reaction notes

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