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

HRID 2358247Notes

Reaction equation

HRID 2358247 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-propyl-pyrrolidin-2-one (41.34 g, 0.235 mol) in toluene (350 ml) was added dropwise at −78° C. to liquid ammonia (300 ml). At the end of the addition, the temperature was raised slowly to room temperature and ammonia of the crude mixture was allowed to distilled at room temperature overnight. Filtration of the crude solution and subsequent evaporation lead to 55 g of the crude product a27 which was used without further purification.

Workup

  1. additionAt the end of the addition
  2. distillationto distilled at room temperature overnight
  3. filtrationFiltration of the crude solution and subsequent evaporation lead to 55 g of the crude product a27 which
  4. customwas used without further purification

Sources & evidence

ORD record
ord-0e98fbd5546f41c8836340e46568efbc
Source dataset
uspto-grants-2010_07
Patent number
US07763644B2

Reaction notes

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