Hydrochloric Acid → HCID 22312200, compound

HRID 133218Notes

Reaction equation

HRID 133218 reaction equation
[CH2:1]([CH:8]1[C:14](=[O:15])[C:13](=[N:16]O)[CH:12]2[CH2:18][CH:9]1[CH2:10][CH2:11]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.Cl.[H][H]>[Pd].C(O)C>[CH2:1]([CH:8]1[C:14](=[O:15])[CH:13]([NH2:16])[CH:12]2[CH2:18][CH:9]1[CH2:10][CH2:11]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 865849682-Aza-2-benzyl-4-oximino-3-oxo-bicyclo[3,2,1]octaneHCID 178418361HCID 178418361, compound

Product 1

HCID 22312200HCID 22312200, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2-aza-2-benzyl-4-oximino-3-oxobicyclo[3.2.1]octane in 10 mL/mmole of ethanol and 5.8 mL/mmole of 3N HCl containing 0.5 g/mmole of 10% Pd/C was saturated with hydrogen gas to 45 psi. The mixture was shaken for 3 hours and then filtered through a layer of Celite. The filtrate was dried over sodium sulfate and concentrated under reduced pressure to afford the title compound as a solid (86% yield). This procedure is further described in E. Reimann, Arch Pharm. 310, 102-109 (1977).

Workup

  1. filtrationfiltered through a layer of Celite
  2. dry with materialThe filtrate was dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-1bd2e1425e70481c935bbef35774c762
Source dataset
uspto-grants-2008_06
Patent number
US07390801B2

Reaction notes

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