Hydrazine hydrate (1:1) → 1-(3-Aminopropyl)-4-diphenylmethylpiperidine

HRID 129763Notes

Reaction equation

HRID 129763 reaction equation
[C:1]1([CH:7]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][N:17]3C(=O)C4=CC=CC=C4C3=O)[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.NN>C(O)C>[NH2:17][CH2:16][CH2:15][CH2:14][N:11]1[CH2:12][CH2:13][CH:8]([CH:7]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 193702984-Diphenylmethyl-1-(3-phthalimidopropyl)piperidine

Product 1

HCID 230041171-(3-Aminopropyl)-4-diphenylmethylpiperidineYield 47.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2.8 g of 4-diphenylmethyl-1-(3-phthalimidopropyl)piperidine (prepared as described in Preparation 44') and 0.90 g of hydrazine hydrate in 100 ml of ethanol was heated under reflux for 2 hours. At the end of this time, the mixture was cooled to room temperature and filtered. The mixture was concentrated by evaporation under reduced pressure, to give 0.93 g (yield 47%) of the title compound as an oil.

Workup

  1. customprepared
  2. temperaturewas heated
  3. temperatureunder reflux for 2 hours
  4. filtrationfiltered
  5. concentrationThe mixture was concentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-e324caf083124e8aa7c77ccd632fc52c
Source dataset
uspto-grants-1995_11
Patent number
US05470851

Reaction notes

Loading…