Octanal → HCID 136720, compound

HRID 457459Notes

Reaction equation

HRID 457459 reaction equation
[Cl-].[OH:2][NH3+:3].C([O-])(=O)C.[Na+].[CH:9](=O)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]>O.C(O)C>[CH:9](=[N:3][OH:2])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

6

Reactant 3

HCID 454OctanalHCID 21645Hydroxylamine HClHCID 517045Sodium Acetate

Product 1

HCID 136720HCID 136720, compoundYield 270.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

To hydroxylammonium chloride (0.39 g; 5.57 mmol) and sodium acetate (0.54 g; 6.57 mmol) dissolved in 5 ml of water is added 1-(6-Benzoyl-9-ethyl-9.H.-carbazol-3-yl)-octan-1-one (2.14 g; 5.03 mol) in 15 ml of ethanol. After refluxing for 7 h, H2O is added to the reaction mixture, the resulting white solid is filtered off, washed with water and dissolved in tetrahydrofurane (THF). After drying this THF solution over anhydrous MgSO4, condensation under reduced pressure affords 2.16 g of a pale yellow solid (97%).

Workup

  1. temperatureAfter refluxing for 7 h
  2. filtrationthe resulting white solid is filtered off
  3. washwashed with water
  4. dissolutiondissolved in tetrahydrofurane (THF)
  5. dry with materialAfter drying this THF solution
  6. customover anhydrous MgSO4, condensation under reduced pressure

Sources & evidence

ORD record
ord-9a5bbc14439c402ebfd2bfaad5307c57
Source dataset
uspto-grants-2007_03
Patent number
US07189489B2

Reaction notes

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