4-Chloroaniline → 1-(4-Chlorophenyl)-2-oxopyrrolidine-3-carboxylic acid

HRID 58589Notes

Reaction equation

HRID 58589 reaction equation
CC1(C)[O:9][C:8](=[O:10])[C:5]2([CH2:7][CH2:6]2)[C:4](=[O:11])O1.[Cl:13][C:14]1[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=1>C(O)C>[Cl:13][C:14]1[CH:20]=[CH:19][C:17]([N:18]2[CH2:6][CH2:7][CH:5]([C:8]([OH:9])=[O:10])[C:4]2=[O:11])=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 78124-ChloroanilineHCID 797206,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dione

Product 1

HCID 40570841-(4-Chlorophenyl)-2-oxopyrrolidine-3-carboxylic acidYield 67.3%

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 4-chloroaniline (0.568 g; 4.36 mmol) in ethanol (3 mL). 1-(4-chlorophenyl)-2-oxopyrrolidine-3-carboxylic acid 0.234 g (67%) was obtained as a white solid.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-a6714da8a7054e96a461660b3652eb42
Source dataset
uspto-grants-2016_09
Patent number
US09434722B2

Reaction notes

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