Methane → 3-(5-Oxopyrrolidin-2-yl)propanoic acid

HRID 637993

Reaction equation

HRID 637993 reaction equation
[CH2:1]1[CH:8]2[N:4]([C:5](=[O:9])[CH2:6][CH2:7]2)[C:3](=[O:10])[CH2:2]1.Cl.C.[OH2:13]>>[O:9]=[C:5]1[NH:4][CH:8]([CH2:1][CH2:2][C:3]([OH:10])=[O:13])[CH2:7][CH2:6]1

Participants

5

Reactant 4

HCID 297MethaneHCID 313Hydrochloric AcidHCID 962WaterHCID 71893Rolziracetam

Product 1

HCID 45856673-(5-Oxopyrrolidin-2-yl)propanoic acid

Conditions

Temperature
100 °C

Procedure

A suspension (partial solution) of 25 g of dihydro-1H-pyrrolizine-3,5(2H,6H)-dione (III) in 150 ml of deionized water is treated with 0.1 ml of concentrated hydrochloric acid. The mixture is heated to reflux (100° C.) for 80 hours. Charcoal (0.5 g) is added and the mixture is filtered through filter aid. The solution is concentrated at reduced pressure, the 5-oxo-2-pyrrolidinepropanoic acid crystallizes and is isolated by filtration. After drying in vacuo the 5-oxo-2-pyrrolidinepropanoic acid has a melting point of 125°-127° C.

Workup

  1. temperatureThe mixture is heated
  2. filtrationthe mixture is filtered
  3. filtrationthrough filter aid
  4. concentrationThe solution is concentrated at reduced pressure
  5. customthe 5-oxo-2-pyrrolidinepropanoic acid crystallizes
  6. customis isolated by filtration
  7. dry with materialAfter drying in vacuo the 5-oxo-2-pyrrolidinepropanoic acid

Sources & evidence

ORD record
ord-1985c5ec1c484e6487f633dd4706d4e7
Source dataset
uspto-grants-1985_12
Patent number
US04559358

Linked notes

Loading…