Acetic Acid → Phenylhydrazone-2-butanone

HRID 220466Notes

Reaction equation

HRID 220466 reaction equation
C(O)(=O)C.[C:5]1([NH:11][NH2:12])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH3:13][C:14](=O)[CH2:15][CH3:16]>C(O)C>[CH3:13]/[C:14](=[N:12]\[NH:11][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)/[CH2:15][CH3:16]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 6569Methyl Ethyl KetoneHCID 7516Phenylhydrazine

Product 1

HCID 9576180Phenylhydrazone-2-butanone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Add acetic acid (1.00 mL, 17.45 mmol) and phenyl hydrazine (1.98 mL, 20.00 mmol) to a solution of 2-butanone (2.15 mL, 24.00 mmol) in ethanol (90 mL) at room temperature. Stir the reaction for 1 hr., then remove the solvents in vacuo to give N-[1-methyl-prop-(E)-ylidene]-N′-phenyl-hydrazine as a crude orange oil (3.21 g, 99%). MS (ES): m/z=163 [M+H]+.

Workup

  1. customthe reaction for 1 hr
  2. custom, then remove the solvents in vacuo

Sources & evidence

ORD record
ord-e02edeb4e209494583a669683f5aa848
Source dataset
uspto-grants-2012_06
Patent number
US08202873B2

Reaction notes

Loading…