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

HRID 1087085Notes

Reaction equation

HRID 1087085 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-9474dbd11c93402fa6e44e82eb7ea575
Source dataset
uspto-grants-1991_07
Patent number
US05034402

Reaction notes

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