Hydrazine → HCID 19769907, compound

HRID 1590217Notes

Reaction equation

HRID 1590217 reaction equation
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH:10]([CH2:23][CH2:24][CH2:25][CH3:26])[CH2:11][N:12]3C(=O)C4=CC=CC=C4C3=O)=[CH:4][C:3]=2[O:2]1.NN>CO>[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH:10]([CH2:23][CH2:24][CH2:25][CH3:26])[CH2:11][NH2:12])=[CH:4][C:3]=2[O:2]1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 19769910HCID 19769910, compound

Product 1

HCID 19769907HCID 19769907, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 10.7 g (30 mmol) of N-(2-(3,4-methylenedioxyphenyl)hexyl)-phthalimide, were added 240 ml of methanol and 3.75 ml (60 mmol) of hydrazine (mono hydrate) and the mixture was refluxed for two hours. After cooled to room temperature, the solvent was evaporated off from the reaction mixture and residue was added with 15% aqueous sodium hydroxide and extracted with ether. The organic layer was washed with saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. By evaporating off the solvent, 5.0 g of oily (+)-2-(3,4-methylenedioxyphenyl)-hexylamine was obtained (Yield: 76%).

Workup

  1. temperaturethe mixture was refluxed for two hours
  2. customthe solvent was evaporated off from the reaction mixture and residue
  3. additionwas added with 15% aqueous sodium hydroxide
  4. extractionextracted with ether
  5. washThe organic layer was washed with saturated aqueous solution of sodium chloride
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customBy evaporating off the solvent

Sources & evidence

ORD record
ord-cdd8b631534645d7a3ecd00f486e1a4c
Source dataset
uspto-grants-1993_04
Patent number
US05202351

Reaction notes

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