Hydrochloric Acid → HCID 23342859, compound

HRID 27407Notes

Reaction equation

HRID 27407 reaction equation
[O:1]=[C:2]1[CH:6]([N:7]2[CH2:11][CH2:10][CH2:9][C:8]2=[O:12])[CH2:5][CH2:4][O:3]1.[OH-:13].[Na+].Cl.C(Cl)(Cl)Cl>O.C(O)C>[OH:3][CH2:4][CH2:5][CH:6]([N:7]1[CH2:11][CH2:10][CH2:9][C:8]1=[O:12])[C:2]([OH:13])=[O:1]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6212ChloroformHCID 14798Sodium HydroxideHCID 23342878HCID 23342878, compound

Product 1

HCID 23342859HCID 23342859, compoundYield 30.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

67.6 g (0.4 mol) of 1-(tetrahydro-2-oxo-3-furyl)-2-pyrrolidinone and 32 g (0.8 mol) of sodium hydroxide in 210 ml of water are heated for 2 hours under reflux, cooled and then acidified with hydrochloric acid to a pH value of 1. The reaction mixture is evaporated to dryness under reduced pressure and the residue taken up three times in benzene and evaporated in vacuo. The residue obtained is finally treated with a mixture of chloroform and ethanol (4:1 v/v) and the insoluble material filtered off. The filtrate is evaporated and the residue is recrystallized from ethanol. 22.7 g (yield: 30% of theory) of alpha-(2-hydroxyethyl)-2-oxo-1-pyrrolidineacetic acid are obtained. M.P.: 123°-124° C.

Workup

  1. temperatureunder reflux
  2. temperaturecooled
  3. customThe reaction mixture is evaporated to dryness under reduced pressure
  4. customevaporated in vacuo
  5. customThe residue obtained
  6. filtrationthe insoluble material filtered off
  7. customThe filtrate is evaporated
  8. customthe residue is recrystallized from ethanol

Sources & evidence

ORD record
ord-99b428fde9a147f19afbe43967e2b0bf
Source dataset
uspto-grants-1980_09
Patent number
US04221789

Reaction notes

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