HCID 86602200, compound → HCID 57485782, compound

HRID 597979Notes

Reaction equation

HRID 597979 reaction equation
[CH2:1]1O[C:4]([N:8]2[CH2:15][CH:14]3[CH2:16][CH:10]([CH2:11][C:12](=[O:17])[CH2:13]3)[CH2:9]2)([O:5]CC)[O:3][CH2:2]1>OS(O)(=O)=O>[O:17]=[C:12]1[CH2:11][CH:10]2[CH2:16][CH:14]([CH2:15][N:8]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:9]2)[CH2:13]1

Participants

3

Reactant 1

HCID 86602200HCID 86602200, compound

Product 1

HCID 57485782HCID 57485782, compoundYield 88.1%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

Ethyl 7-oxo-3-azabicyclo[3.3.1]nonane-3-carboxylate ethylene ketal (4.40 g, 17.2 mmol) was combined with 2% aqueous H2SO4(50 ml) and stirred for 4 h. Then the reaction mixture was extracted with ethyl acetate (4×30 ml). The combined extracts were dried over sodium sulfate, filtered and concentrated by rotary evaporation to yield a light yellow oil (3.20 g, 88.1%).

Workup

  1. extractionThen the reaction mixture was extracted with ethyl acetate (4×30 ml)
  2. dry with materialThe combined extracts were dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated by rotary evaporation

Sources & evidence

ORD record
ord-33edea24683341099419b36ae98404e4
Source dataset
uspto-grants-2011_03
Patent number
US07897611B2

Reaction notes

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