Ammonia → 1-(Aminomethyl)-4-propylpyrrolidin-2-one

HRID 1924243Notes

Reaction equation

HRID 1924243 reaction equation
Cl[CH2:2][N:3]1[CH2:7][CH:6]([CH2:8][CH2:9][CH3:10])[CH2:5][C:4]1=[O:11].[NH3:12]>C1(C)C=CC=CC=1>[NH2:12][CH2:2][N:3]1[CH2:7][CH:6]([CH2:8][CH2:9][CH3:10])[CH2:5][C:4]1=[O:11]

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 536292161-(Chloromethyl)-4-propylpyrrolidin-2-one

Product 1

HCID 536292181-(Aminomethyl)-4-propylpyrrolidin-2-one

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 1-(chloromethyl)-4-propylpyrrolidin-2-one x63 (41.34 g, 0.235 mol) in toluene (350 ml) is added dropwise at −78° C. to liquid ammonia (300 ml). At the end of the addition, the temperature is raised slowly to room temperature, and ammonia of the crude mixture is allowed to distille at room temperature overnight. Filtration of the reaction mixture and subsequent evaporation lead to 55 g of the crude 1-(aminomethyl)-4-propylpyrrolidin-2-one x76 which is used without further purification.

Workup

  1. additionAt the end of the addition
  2. filtrationFiltration of the reaction mixture and subsequent evaporation lead to 55 g of the crude 1-(aminomethyl)-4-propylpyrrolidin-2-one x76 which
  3. customis used without further purification

Sources & evidence

ORD record
ord-fbbd2f22548c45ce9baf9a0fe4d65774
Source dataset
uspto-grants-2012_05
Patent number
US08178533B2

Reaction notes

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