Hydrochloric Acid → HCID 15588873, compound

HRID 637998Notes

Reaction equation

HRID 637998 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.[Cl:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH2:16][OH:17]>C(OCC)C>[Cl:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH2:16][O:17][C:5](=[O:9])[CH2:6][CH2:7][CH:8]1[CH2:1][CH2:2][C:3](=[O:10])[NH:4]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 701173-Chlorobenzyl alcoholHCID 71893Rolziracetam

Product 1

HCID 15588873HCID 15588873, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
100 °C

Procedure

Two hundred and eighty eight milligrams of dihydro-1H-pyrrolizine-3,5(2H,6H)-dione (III) are dissolved in 600 mg of m-chlorobenzyl alcohol and 0.2 ml of concentrated hydrochloric acid is added. The solution is heated at 100° C. for 40 hours. The mixture is cooled and is dissolved in 50 ml of anhydrous diethylether. The filtrate is cooled to induce crystallization and the resulting crystals are isolated by filtration. Recrystallization from toluene-petroleum ether yields 5-oxo-2-pyrrolidinepropanic acid m-chlorobenzyl ester with a melting point of 90°-91° C.

Workup

  1. temperatureThe mixture is cooled
  2. temperatureThe filtrate is cooled
  3. customcrystallization
  4. customthe resulting crystals are isolated by filtration
  5. customRecrystallization from toluene-petroleum ether

Sources & evidence

ORD record
ord-22ce1364de1c4b23b9bb0e426cf0641d
Source dataset
uspto-grants-1985_12
Patent number
US04559358

Reaction notes

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