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

HRID 1654005Notes

Reaction equation

HRID 1654005 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-20fa95ce25ee4dce90aa29731dd28832
Source dataset
uspto-grants-1995_04
Patent number
US05405845

Reaction notes

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