Acetaldehyde → Acetaldehyde 4-chlorophenylhydrazone

HRID 1491791Notes

Reaction equation

HRID 1491791 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH2:10])=[CH:5][CH:4]=1.[C:11]([O-])(=O)[CH3:12].[Na+].C(=O)C>O.C(O)C>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][N:10]=[CH:11][CH3:12])=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 177AcetaldehydeHCID 71600Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1)HCID 517045Sodium Acetate

Product 1

HCID 67673770Acetaldehyde 4-chlorophenylhydrazone

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

4-Chlorophenylhydrazine hydrochloride (5.0 g) and 3.4 g of sodium acetate were dissolved in a mixture of 50 ml of water and 25 ml of ethanol, to which 1.69 g of 80% acetaldhyde aqueous solution were added dropwise at room temperature, and the resulting mixture was stirred for 30 minutes at room temperature. After adding 50 ml of water, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride solution, dried and distilled off to give acetaldehyde 4-chlorophenylhydrazone as an oil.

Workup

  1. additionwere added dropwise at room temperature
  2. extractionthe reaction mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with water and saturated sodium chloride solution
  4. customdried
  5. distillationdistilled off

Sources & evidence

ORD record
ord-7768d0fc624a47a68ecda1fc97c4fea5
Source dataset
uspto-grants-1994_12
Patent number
US05371101

Reaction notes

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