3,4-Dimethylaniline → 1-(3,4-Dimethylphenyl)-2-oxopyrrolidine-3-carboxylic acid

HRID 1918586Notes

Reaction equation

HRID 1918586 reaction equation
CC1(C)[O:9][C:8](=[O:10])[C:5]2([CH2:7][CH2:6]2)[C:4](=[O:11])O1.[CH3:13][C:14]1[CH:15]=[C:16]([CH:18]=[CH:19][C:20]=1[CH3:21])[NH2:17]>C(O)C>[CH3:13][C:14]1[CH:15]=[C:16]([N:17]2[CH2:6][CH2:7][CH:5]([C:8]([OH:9])=[O:10])[C:4]2=[O:11])[CH:18]=[CH:19][C:20]=1[CH3:21]

Participants

4

Reactant 2

HCID 72483,4-DimethylanilineHCID 797206,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dione

Product 1

HCID 242752121-(3,4-Dimethylphenyl)-2-oxopyrrolidine-3-carboxylic acidYield 86.3%

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; 1.45 mmol) and 3,4-dimethylaniline (0.540 g; 4.36 mmol) in ethanol (3 mL). 1-(3,4-dimethylphenyl)-2-oxopyrrolidine-3-carboxylic acid 0.292 g (86%) was obtained as a white solid.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-a76b3660379c40b4bf5ae725b3df4d18
Source dataset
uspto-grants-2013_12
Patent number
US08618138B2

Reaction notes

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