Sodium Hydroxide → Benzaldehyde (2-phenylethyl)hydrazone

HRID 863708Notes

Reaction equation

HRID 863708 reaction equation
[OH-].[Na+].S(O)(O)(=O)=O.[C:8]1([CH2:14][CH2:15][NH:16][NH2:17])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[C:8]1([CH2:14][CH2:15][NH:16][N:17]=[CH:14][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 61100Phenelzine Sulfate

Product 1

HCID 67615296Benzaldehyde (2-phenylethyl)hydrazoneYield 163.4%

Procedure

100 ml of aqueous 10% sodium hydroxide solution were added to an aqueous solution (50 ml) of 14.55 g of (2-phenylethyl)hydrazine sulfate, and 2.25 g of sodium hydroxide were added thereto and stirred at room temperature for one hour. The reaction solution was extracted with 250 ml of dichloromethane, dried over magnesium sulfate, concentrated under reduced pressure and dried. The resulting residue was dissolved in 100 ml of ethanol, and 5.55 g of benzaldehyde were added thereto and heated under reflux for 6 hours. This reaction solution was concentrated under reduced pressure and dried to obtain 11.38 g of a crude product of the intended compound as an yellow oil.

Workup

  1. additionwere added
  2. extractionThe reaction solution was extracted with 250 ml of dichloromethane
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customdried
  6. dissolutionThe resulting residue was dissolved in 100 ml of ethanol
  7. addition5.55 g of benzaldehyde were added
  8. temperatureheated
  9. temperatureunder reflux for 6 hours
  10. concentrationThis reaction solution was concentrated under reduced pressure
  11. customdried

Sources & evidence

ORD record
ord-f0a8bbf0bab84ba8934132205d24a395
Source dataset
uspto-grants-1998_02
Patent number
US05721264

Reaction notes

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