Chloroacetyl chloride → 1-(2-Chloro-acetyl)-pyrrolidin-2-one

HRID 1417742Notes

Reaction equation

HRID 1417742 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][C:2]1=[O:6].[Cl:7][CH2:8][C:9](Cl)=[O:10]>C1(C)C=CC=CC=1>[Cl:7][CH2:8][C:9]([N:1]1[CH2:5][CH2:4][CH2:3][C:2]1=[O:6])=[O:10]

Participants

4

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 120252-Pyrrolidone

Product 1

HCID 31612511-(2-Chloro-acetyl)-pyrrolidin-2-oneYield 97%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To an initial charge of 81.0 g of 2-pyrrolidone in 200 ml of toluene there are added, dropwise and with ice cooling, 54.7 g of chloroacetyl chloride such that the temperature of the reaction mixture remains at 5° C. Following the addition the reaction mixture is stirred at room temperature for 6 hours. The resulting precipitate is filtered off with suction and the solvent is removed in vacuo to give 74.5 g of N-(chloroacetyl)pyrrolidone, corresponding to a yield of 97%.

Workup

  1. additionthere are added
  2. customremains at 5° C
  3. additionthe addition the reaction mixture
  4. filtrationThe resulting precipitate is filtered off with suction
  5. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-dace11c2f5334ed0be7a68cd2b2875af
Source dataset
uspto-grants-1999_03
Patent number
US05877325

Reaction notes

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