Ethyl 4-amino-4-(3-methoxyphenyl)butanoate → 5-(3-Methoxyphenyl)-2-pyrrolidinone

HRID 1742227Notes

Reaction equation

HRID 1742227 reaction equation
[NH2:1][CH:2]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=1)[CH2:3][CH2:4][C:5](OCC)=[O:6]>C1(C)C=CC=CC=1>[CH3:17][O:16][C:12]1[CH:11]=[C:10]([CH:2]2[NH:1][C:5](=[O:6])[CH2:4][CH2:3]2)[CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 1

HCID 23361303Ethyl 4-amino-4-(3-methoxyphenyl)butanoate

Product 1

HCID 152932255-(3-Methoxyphenyl)-2-pyrrolidinoneYield 90%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Ethyl 4-amino-4-(3-methoxyphenyl)butanoate (9.39 g) was dissolved in toluene (50 ml) and the solution heated under reflux for 0.5 hr to 1.0 hr. The mixture was cooled to ambient temperature, the precipitate was collected, and the filtrate was concentrated. The residue was recrystallized from ether to give 6.80 g (90%) of product, mp 84°-85° C.

Workup

  1. temperaturethe solution heated
  2. temperatureunder reflux for 0.5 hr to 1.0 hr
  3. customthe precipitate was collected
  4. concentrationthe filtrate was concentrated
  5. customThe residue was recrystallized from ether

Sources & evidence

ORD record
ord-5ca33221203749ca802052a2f23f4dd6
Source dataset
uspto-grants-1994_08
Patent number
US05338739

Reaction notes

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