Water → Ethyl (acetyloxy)acetate

HRID 1493452Notes

Reaction equation

HRID 1493452 reaction equation
N1CC[CH2:3][C:2]1=[O:6].[OH-:7].[K+].[CH2:9]([O:11][C:12](=[O:15])[CH2:13]Cl)[CH3:10].O>CS(C)=O>[C:12]([CH2:13][O:7][C:2](=[O:6])[CH3:3])([O:11][CH2:9][CH3:10])=[O:15]

Participants

6

Reactant 4

HCID 962WaterHCID 7751Ethyl chloroacetateHCID 120252-PyrrolidoneHCID 14797Potassium Hydroxide

Product 1

HCID 256590Ethyl (acetyloxy)acetate

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Use is made of 25.5 g (0.3 mol) of 2-pyrrolidone, 50.4 g (0.9 mol) of potassium hydroxide in 200 ml of dimethylsulphoxide and 115 g (0.94 mol) of ethylchloroacetate. After keeping the reaction mass of room temperature, it is added with 600 ml of water and extracted 3 times with portions of 100 ml of dichoroethane. The combined extracts are evaporated, the residue is subjected to fractionation to give 46.9 g (68%) of 2-oxo-1-pyrrolidinyl)acetic acid carboethoxymethyl ester, b.p. 197°-200° C. (10 mm Hg), nD20 =1.4703.

Workup

  1. customthe reaction mass of room temperature, it
  2. extractionextracted 3 times with portions of 100 ml of dichoroethane
  3. customThe combined extracts are evaporated

Sources & evidence

ORD record
ord-58b75e31b9e14dd4a73741134a02443d
Source dataset
uspto-grants-1991_06
Patent number
US05021568

Reaction notes

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