Hydrogen Peroxide → HCID 21076047, compound

HRID 1269099Notes

Reaction equation

HRID 1269099 reaction equation
C(C1C=CN=C(C(O)=[O:13])C=1)CC(C)C.C(C1C=CN=C(C(O)=O)C=1)CCCC.[CH2:29]([CH:31]([C:34]1[CH:39]=[CH:38][N:37]=[CH:36][CH:35]=1)[CH2:32][CH3:33])[CH3:30].OO>C(O)(=O)C.C(Cl)Cl>[CH2:29]([CH:31]([C:34]1[CH:35]=[CH:36][N+:37]([O-:13])=[CH:38][CH:39]=1)[CH2:32][CH3:33])[CH3:30]

Participants

7

Reactant 4

HCID 784Hydrogen PeroxideHCID 1012864-(1-Ethylpropyl)pyridineHCID 21076082HCID 21076082, compoundHCID 21076084HCID 21076084, compound

Product 1

HCID 21076047HCID 21076047, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6344DichloromethaneSolvent

Procedure

4-Isopentylpyridine-2-carboxylic acid, compound 10b (R9=1-ethyl-propyl), was made by employing Method P. To 4-(1-ethyl-propyl)-pyridine (8.5 g, 57 mmol) in acetic acid (30 mL), hydrogen peroxide (17.8 g, 30%, 57 mmol) was added. The resulting reaction mixture was refluxed overnight. The residue obtained on removal of solvent was dissolved in DCM (100 mL), dried over MgSO4. After filtering, the solvent was removed to obtain a brown liquid, 4-(1-ethyl-propyl)-pyridine-N-oxide (9 g, 95%).

Workup

  1. customThe resulting reaction mixture
  2. temperaturewas refluxed overnight
  3. customThe residue obtained on removal of solvent
  4. dry with materialdried over MgSO4
  5. filtrationAfter filtering
  6. customthe solvent was removed

Sources & evidence

ORD record
ord-351d8420e7704b7f82720f4906f32f37
Source dataset
uspto-grants-2007_04
Patent number
US07199105B2

Reaction notes

Loading…