Benzene → HCID 15307546, compound

HRID 1493453Notes

Reaction equation

HRID 1493453 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][C:2]1=[O:6].[OH-:7].[K+].CS(C)=[O:11].[CH2:13]([O:15][C:16](=[O:19])[CH2:17]Cl)[CH3:14].[CH:20]1[CH:25]=CC=CC=1>>[C:14]([CH2:13][O:15][C:16](=[O:19])[CH2:17][N:1]1[CH2:5][CH2:4][CH2:3][C:2]1=[O:6])([O:11][CH2:25][CH3:20])=[O:7]

Participants

6

Reactant 5

HCID 241BenzeneHCID 679Dimethyl SulfoxideHCID 7751Ethyl chloroacetateHCID 120252-PyrrolidoneHCID 14797Potassium Hydroxide

Product 1

HCID 15307546HCID 15307546, compoundYield 52%

Procedure

A mixture of 25.5 g (0.3 mol) of 2-pyrrolidone, 33.6 g (0.6 mol) of potassium hydroxide, 150 ml of dimethylsulphoxide and 100 ml of benzene are refluxed under stirring till a complete dispergation of the alkali. Dropwise added to the mixture are 73.5 g (0.6 mol) of ethylchloroacetate and heating at reflux is continued for additional 2 hours, whereafter the temperature of the mixture is brought to room temperature. The salt residue is filtered-off, the mixture is subjected to fractionation to give 35.7 g (52%) of (2-oxo-1-pyrrolidinyl)-acetic acid carboethoxymethyl ester, b.p. 195°-198° C. (9 mm Hg), nD20 =1.4706.

Workup

  1. temperatureare refluxed
  2. additionDropwise added to the mixture
  3. temperatureheating
  4. temperatureat reflux
  5. customis brought to room temperature

Sources & evidence

ORD record
ord-d619bfb7113049a088f6741865b08278
Source dataset
uspto-grants-1991_06
Patent number
US05021568

Reaction notes

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