Hydrazine hydrate (1:1) → 2-Phenyl-3-pyrrolidin-1-yl propylamine
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]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
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
- temperatureThe reaction mixture is cooled
- filtrationfiltered through celite
- 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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