1-Pyrrolidineacetamide, 3-hydroxy-2-oxo-, (+-)- → (R/S)-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)propionamide

HRID 1906284Notes

Reaction equation

HRID 1906284 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].O[CH:13]1CCN(C(C)C(OCC)=O)C1=O>>[OH:1][CH:2]1[CH2:6][CH2:5][N:4]([CH:7]([CH3:13])[C:8]([NH2:10])=[O:9])[C:3]1=[O:11]

Participants

3

Reactant 2

HCID 30698541-Pyrrolidineacetamide, 3-hydroxy-2-oxo-, (+-)-HCID 76485496ethyl (R/S)-2-(3-hydroxy-2-oxo-1-pyrroldinyl)propionate

Product 1

HCID 54458868(R/S)-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)propionamide

Procedure

According to the process described in paragraph (b) of Example 1, from ethyl (R/S)-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)propionate there is obtained, after chromatographic filtration on silica gel (granular size 0.2-0.5 mm), elution with acetonitrile/ethanol (1:1) and crystallization from acetonitrile, (R/S)-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)propionamide of melting point 139°-141°.

Workup

  1. customthere is obtained
  2. filtrationafter chromatographic filtration
  3. washon silica gel (granular size 0.2-0.5 mm), elution
  4. customwith acetonitrile/ethanol (1:1) and crystallization from acetonitrile, (R/S)-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)propionamide of melting point 139°-141°

Sources & evidence

ORD record
ord-3f1b8e71da46452fac7b59ae61b9b4a4
Source dataset
uspto-grants-1987_03
Patent number
US04650878

Reaction notes

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