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

HRID 1926754Notes

Reaction equation

HRID 1926754 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-563217915e8e41d19def59042d672847
Source dataset
uspto-grants-2012_05
Patent number
US08183241B2

Reaction notes

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