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

HRID 1906286Notes

Reaction equation

HRID 1906286 reaction equation
[OH:1][CH:2]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([NH2:10])=[O:9])[C:3]1=[O:11].[C:12](Cl)(=[O:14])[CH3:13]>C(Cl)(Cl)Cl>[C:12]([O:1][CH:2]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([NH2:10])=[O:9])[C:3]1=[O:11])(=[O:14])[CH3:13]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 30698541-Pyrrolidineacetamide, 3-hydroxy-2-oxo-, (+-)-

Product 1

HCID 19817648(R/S)-2-(3-acetoxy-2-oxo-1-pyrrolidinyl)acetamide

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

1.5 g of (R/S)-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)acetamide are heated to reflux for 20 minutes with 13.5 ml of acetyl chloride and 25 ml of chloroform. The mixture is evaporated. The residue is treated four times with toluene and in each case again evaporated. There is obtained (R/S)-2-(3-acetoxy-2-oxo-1-pyrrolidinyl)acetamide which melts at 116°-117° after crystallization from diethyl ether.

Workup

  1. customThe mixture is evaporated
  2. additionThe residue is treated four times with toluene
  3. customin each case again evaporated

Sources & evidence

ORD record
ord-f3cfc36c05a347a6819e34b8e4ad4b93
Source dataset
uspto-grants-1987_03
Patent number
US04650878

Reaction notes

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