Hydrazine hydrate (1:1) → 2-Phenyl-3-pyrrolidin-1-yl propylamine

HRID 645483Notes

Reaction equation

HRID 645483 reaction equation
[C:1]1([CH:7]([CH2:20][N:21]2CCCC2)[CH2:8][N:9]2[C:17](=O)[C:16]3[C:11](=CC=CC=3)[C:10]2=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.NN>C(O)C>[C:1]1([CH:7]([CH2:8][N:9]2[CH2:17][CH2:16][CH2:11][CH2:10]2)[CH2:20][NH2:21])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 687055542-(2-Phenyl-3-pyrrolidin-1-yl propyl)isoindole-1,3-dione

Product 1

HCID 435321052-Phenyl-3-pyrrolidin-1-yl propylamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-(2-phenyl-3-pyrrolidin-1-yl propyl)isoindole-1,3-dione (3 mmol) and hydrazine monohydrate (6 mmol) in ethanol (10 mL) is refluxed for 3.5 h. The reaction mixture is cooled and filtered through celite. The filtrate is concentrated in vacuo to give the title compound, which is directly used for the next reaction without further purification.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationfiltered through celite
  3. concentrationThe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-dafb20952a7f490f84f56ba067909a95
Source dataset
uspto-grants-2010_04
Patent number
US07704996B2

Reaction notes

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