4-Fluoroaniline → 1-(4-Fluorophenyl)-2-oxo-3-pyrrolidinecarboxylic acid

HRID 1670327Notes

Reaction equation

HRID 1670327 reaction equation
CC1(C)[O:9][C:8](=[O:10])[C:5]2([CH2:7][CH2:6]2)[C:4](=[O:11])O1.[F:13][C:14]1[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=1>CN(C=O)C>[F: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 97314-FluoroanilineHCID 797206,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dione

Product 1

HCID 41820071-(4-Fluorophenyl)-2-oxo-3-pyrrolidinecarboxylic acid

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 6,6-dimethyl-5,7-dioxaspiro[2.5]-octane-4,8-dione (Aldrich, 51 mg, 0.3 mmol) in DMF (0.5 mL) at room temperature was added 4-fluoroaniline (Aldrich, 33 mg, 0.3 mmol). The reaction mixture was heated at 90° C. for 2 h, cooled to room temperature, and used directly in the next step.

Workup

  1. temperaturecooled to room temperature

Sources & evidence

ORD record
ord-86bd493602194a9b8d69e5287269a28f
Source dataset
uspto-grants-2011_08
Patent number
US07989477B2

Reaction notes

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