Diethylamine → HCID 13504017, compound

HRID 1193953Notes

Reaction equation

HRID 1193953 reaction equation
[CH2:1]([N:8]1[CH2:12][CH:11]([CH2:13]Cl)[CH2:10][C:9]1=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:16]([NH:18][CH2:19][CH3:20])[CH3:17]>CN(C)C=O>[CH2:1]([N:8]1[CH2:12][CH:11]([CH2:13][N:18]([CH2:19][CH3:20])[CH2:16][CH3:17])[CH2:10][C:9]1=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 135040151-Benzyl-4-chloromethyl-pyrrolidin-2-one

Product 1

HCID 13504017HCID 13504017, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

14 g (0.06 mol) of crude 1-benzyl-4-chloromethyl-pyrrolidin-2-one, prepared as in Example 1(a), 10 g of diethylamine and 50 ml of dimethylformamide are stirred or shaken for 2 hours at 150° C. in the autoclave. The mixture is evaporated to dryness in vacuo and the residue is taken up in methylene chloride then washed first with water and finally the title compound is extracted twice with 25 ml of 2 NHCl. The aqueous phase is removed, made alkaline with sodium hydroxide solution and the organic base is extracted with methylene chloride. The methylene chloride phase is concentrated by evaporation and the residue is distilled in vacuo.

Workup

  1. stirringshaken for 2 hours at 150° C. in the autoclave
  2. customThe mixture is evaporated to dryness in vacuo
  3. washthen washed first with water
  4. extractionfinally the title compound is extracted twice with 25 ml of 2 NHCl
  5. customThe aqueous phase is removed
  6. extractionthe organic base is extracted with methylene chloride
  7. concentrationThe methylene chloride phase is concentrated by evaporation
  8. distillationthe residue is distilled in vacuo

Sources & evidence

ORD record
ord-8b632bfb6d3e45d69bbfe65b45ea509b
Source dataset
uspto-grants-1989_03
Patent number
US04812453

Reaction notes

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