Acetyl chloride → ethyl (R/S)-2-(3-acetoxy-2-oxo-1-pyrrolidinyl)acetate

HRID 1906279Notes

Reaction equation

HRID 1906279 reaction equation
[OH:1][CH:2]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:3]1=[O:13].[C:14](Cl)(=[O:16])[CH3:15]>C(Cl)Cl>[C:14]([O:1][CH:2]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:3]1=[O:13])(=[O:16])[CH3:15]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 13385945ethyl (R/S)-2-(3-hydroxy-2oxo-1-pyrrolidinyl)acetate

Product 1

HCID 131713898ethyl (R/S)-2-(3-acetoxy-2-oxo-1-pyrrolidinyl)acetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.70 g of ethyl (R/S)-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)acetate are boiled at reflux for 2.5 hours while stirring in 30 ml of methylene chloride and 0.53 ml of acetyl chloride. The mixture is then evaporated. The residue is distilled in a bulb-tube. There is obtained ethyl (R/S)-2-(3-acetoxy-2-oxo-1-pyrrolidinyl)acetate of boiling point 225°/0.01 mmHg.

Workup

  1. temperatureat reflux for 2.5 hours
  2. customThe mixture is then evaporated
  3. distillationThe residue is distilled in a bulb-tube

Sources & evidence

ORD record
ord-24c61c8b38fb442197ebdfb7647fba15
Source dataset
uspto-grants-1987_03
Patent number
US04650878

Reaction notes

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