3-Chloroaniline → 1-(3-Chlorophenyl)-2-oxo-3-pyrrolidinecarboxylic acid

HRID 58588

Reaction equation

HRID 58588 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:15]=[C:16]([CH:18]=[CH:19][CH:20]=1)[NH2:17]>C(O)C>[Cl: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][CH:20]=1

Participants

4

Reactant 2

HCID 79323-ChloroanilineHCID 797206,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dione

Product 1

HCID 41229391-(3-Chlorophenyl)-2-oxo-3-pyrrolidinecarboxylic acidYield 81.2%

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-chloroaniline (0.469 mL; 4.36 mmol) in ethanol (3 mL). 1-(3-chlorophenyl)-2-oxopyrrolidine-3-carboxylic acid 0.282 g (81%) was obtained as a solid.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-0c4490ca144c4b4cb8876a27568a9f34
Source dataset
uspto-grants-2016_09
Patent number
US09434722B2

Linked notes

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