5-Oxo-alpha-hydroxy-2-pyrrolidinepropanoic acid methyl ester → 5-Oxo-alpha-hydroxy-2-pyrrolidinepropanoic acid

HRID 653415Notes

Reaction equation

HRID 653415 reaction equation
[O:1]=[C:2]1[NH:6][CH:5]([CH2:7][CH:8]([OH:13])[C:9]([O:11]C)=[O:10])[CH2:4][CH2:3]1>O>[O:1]=[C:2]1[NH:6][CH:5]([CH2:7][CH:8]([OH:13])[C:9]([OH:11])=[O:10])[CH2:4][CH2:3]1

Participants

3

Reactant 1

HCID 139115545-Oxo-alpha-hydroxy-2-pyrrolidinepropanoic acid methyl ester

Product 1

HCID 201946205-Oxo-alpha-hydroxy-2-pyrrolidinepropanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5-oxo-alpha-hydroxy-2-pyrrolidinepropanoic acid, methyl ester (1.87 g), and Amberlite (IR-120H+) (1.9 g) in 20 ml of water is warned at 60° C. for 36 hours, filtered, and the solvent removed under reduced pressure. The resulting solid is washed with ethyl acetate and filtered to yield 5-oxo-alpha-hydroxy-2-pyrrolidinepropanoic acid. NMR (DMSOD6) and 7.89 (d, J=11 Hz, 1HO, 5.35 (bs, 1H), 3.99 (m, 1HO, 3.44 (m, 1/2H), 3.30 (m, 1/2H), 2.48-1.21 (m, 6H). IR (cm-1) 3370, 3280, 2940, 1694, 1355, 1213, 1120.

Workup

  1. filtrationfiltered
  2. customthe solvent removed under reduced pressure
  3. washThe resulting solid is washed with ethyl acetate
  4. filtrationfiltered

Sources & evidence

ORD record
ord-18e5fcad5eda4191bc20a2793359e445
Source dataset
uspto-grants-1987_06
Patent number
US04677114

Reaction notes

Loading…