p-Aminoacetophenone → 1-(4-Methylphenyl)-2-oxo-3-pyrrolidinecarboxylic acid

HRID 58586Notes

Reaction equation

HRID 58586 reaction equation
CC1(C)[O:9][C:8](=[O:10])[C:5]2([CH2:7][CH2:6]2)[C:4](=[O:11])O1.[NH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20](=O)C)=[CH:16][CH:15]=1>C(O)C>[O:11]=[C:4]1[CH:5]([C:8]([OH:9])=[O:10])[CH2:7][CH2:6][N:13]1[C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 7468p-AminoacetophenoneHCID 797206,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dione

Product 1

HCID 33623151-(4-Methylphenyl)-2-oxo-3-pyrrolidinecarboxylic acidYield 246.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

This compound was prepared according to general method 1 starting from 6,6-dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione (0.500 g, 2.94 mmol) and 1-(4-aminophenyl)ethanone (1.19 g, 1.19 mmol) in ethanol (3 mL). 2-oxo-1-p-tolylpyrrolidine-3-carboxylic acid 0.644 g (quantitative) was obtained as a bright yellow solid.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-b9c185663bda43a2bc991b44aeb0ab54
Source dataset
uspto-grants-2016_09
Patent number
US09434722B2

Reaction notes

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