m-Toluidine → 1-(3-Methylphenyl)-2-oxopyrrolidine-3-carboxylic acid

HRID 58580Notes

Reaction equation

HRID 58580 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][CH:17]=[C:16]([CH3:20])[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:15]=[C:16]([CH3:20])[CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 7934m-ToluidineHCID 797206,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dione

Product 1

HCID 45763091-(3-Methylphenyl)-2-oxopyrrolidine-3-carboxylic acidYield 84%

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 (0.250 g, 1.47 mmol) and m-toluidine (0.470 mL; 4.41 mmol) in ethanol (3 mL). 2-oxo-1-m-tolylpyrrolidine-3-carboxylic acid 0.270 g (84%) was obtained as a pink film.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-f9721f386a954c488cba40bbc1d2f145
Source dataset
uspto-grants-2016_09
Patent number
US09434722B2

Reaction notes

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