Acetic Acid → 83081-95-2

HRID 1014998Notes

Reaction equation

HRID 1014998 reaction equation
[N+:1]([CH3:4])([O-])=O.[NH:5]1[CH2:10][CH2:9]CCC1.C(O)(=O)C.[CH:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH3:9][CH:10]1[NH:5][CH2:16][CH2:17][C:18]2[N:1]=[CH:4][CH:15]=[CH:20][C:19]1=2

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 241BenzeneHCID 6375NitromethaneHCID 8082Piperidine

Product 1

HCID 1319387983081-95-2

Procedure

To a solution of aldehyde A (1 mol) in benzene (approx. 20 ml per 1 g of the starting compound) nitromethane (1.2 mol), piperidine (0.1 mol) and acetic acid (0.1 mol) are added. The reaction mixture is refluxed for 2.5 h with azeotrope removing of water. Then, the solvent is evaporated in vacuo. The residue is triturated with cold methanol, filtered, washed with cold methanol that resulted in product crystals in good to moderate yields.

Workup

  1. temperatureThe reaction mixture is refluxed for 2.5 h with azeotrope
  2. customremoving of water
  3. customThen, the solvent is evaporated in vacuo
  4. customThe residue is triturated with cold methanol
  5. filtrationfiltered
  6. washwashed with cold methanol that
  7. customresulted in product crystals in good to moderate yields

Sources & evidence

ORD record
ord-f8d440ea64f7407faab9167f63e427fb
Source dataset
uspto-grants-2011_07
Patent number
US07985753B2

Reaction notes

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