Aniline → 1-Phenylpyrrolidin-2-one

HRID 1730149Notes

Reaction equation

HRID 1730149 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:8]1(=O)[O:12][CH2:11][CH2:10][CH2:9]1>O>[C:2]1([N:1]2[CH2:8][CH2:9][CH2:10][C:11]2=[O:12])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 7302Gamma-Butyrolactone2×

Product 1

HCID 783751-Phenylpyrrolidin-2-oneYield 39.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

9.3 g (0.1M) aniline and 9.5 g (0.11M) γ-butyrolactone were mixed and heated to 200° for 48 hours. The mixture was then placed under high vacuum whereupon unreacted γ-butyrolactone, analine and water were removed. Distillation of the residue at 138°-140°/300 μ gave 6.3 g (39%) of the product. [84% yield, based on reclaimed starting materials.]

Workup

  1. temperatureheated to 200° for 48 hours
  2. customwere removed
  3. distillationDistillation of the residue at 138°-140°/300 μ

Sources & evidence

ORD record
ord-dae19243f1984b94acbf76a14b01e2ab
Source dataset
uspto-grants-1976_11
Patent number
US03991203

Reaction notes

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