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

HRID 2043603Notes

Reaction equation

HRID 2043603 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-9fa1bd20a55143fd9e323ab2831bf1f2
Source dataset
uspto-grants-2013_11
Patent number
US08586623B2

Reaction notes

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