Diethylamine → HCID 13504017, compound

HRID 1461133Notes

Reaction equation

HRID 1461133 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

A mixture of 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 was stirred or shaken for 2 hours at 150° C. in an autoclave. The reaction mixture was evaporated to dryness in vacuo, the residue was taken up in methylene chloride, and the solution was washed first with water and finally the title compound was extracted twice with 25 ml of 2 N HCl. The aqueous phase was separated, made alkaline with sodium hydroxide and the organic base was extracted with methylene chloride. The methylene chloride phase was evaporated, and the residue was distilled in vacuo. Yield: 10 g (61% of theory), bp0.05 =155°-158° C.

Workup

  1. stirringshaken for 2 hours at 150° C. in an autoclave
  2. customThe reaction mixture was evaporated to dryness in vacuo
  3. washthe solution was washed first with water
  4. extractionfinally the title compound was extracted twice with 25 ml of 2 N HCl
  5. customThe aqueous phase was separated
  6. extractionthe organic base was extracted with methylene chloride
  7. customThe methylene chloride phase was evaporated
  8. distillationthe residue was distilled in vacuo
  9. customYield: 10 g (61% of theory), bp0.05 =155°-158° C.

Sources & evidence

ORD record
ord-8ff175480ca7447dbbd553bfde879b3e
Source dataset
uspto-grants-1991_12
Patent number
US05073671

Reaction notes

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