4-(Trifluoromethyl)aniline → 2-Oxo-1-(4-(trifluoromethyl)phenyl)pyrrolidine-3-carboxylic acid

HRID 58587Notes

Reaction equation

HRID 58587 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]([F:23])([F:22])[C:15]1[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=1>C(O)C>[O:11]=[C:4]1[CH:5]([C:8]([OH:9])=[O:10])[CH2:7][CH2:6][N:19]1[C:18]1[CH:20]=[CH:21][C:15]([C:14]([F:13])([F:22])[F:23])=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 99644-(Trifluoromethyl)anilineHCID 797206,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dione

Product 1

HCID 426565562-Oxo-1-(4-(trifluoromethyl)phenyl)pyrrolidine-3-carboxylic acidYield 43%

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 (0.500 g, 2.94 mmol) and 4-trifluoromethyl aniline (1.28 mL, 8.82 mmol) in ethanol (3 mL). 2-oxo-1-(4-(trifluoromethyl)phenyl)pyrrolidine-3-carboxylic acid 0.343 g (43%) was obtained as a bright yellow solid.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-5de3d1dd4afb42c3b69e65b4057b2c00
Source dataset
uspto-grants-2016_09
Patent number
US09434722B2

Reaction notes

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