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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 383396Erstellt: 25. Oktober 2026

Triethylamine → (S)-2-methyl-1-(4-nitro-3-(trifluoromethyl)phenyl)pyrrolidine

https://huagongshe.com/reaction/383396

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt5-Fluoro-2-nitrobenzotrifluorideHCID 223094—
Edukt(S)-2-Methylpyrrolidine 4-methylbenzenesulfonateHCID 44118660—
LösungsmittelAcetonitrileHCID 6342—
Produkt(S)-2-methyl-1-(4-nitro-3-(trifluoromethyl)phenyl)pyrrolidineHCID 59395009100,1%

Reaktionsbedingungen

Temperatur82 °C

Reaktionsschritte

To a solution of (S)-2-methylpyrrolidine tosylate (10.6 g, 41.2 mmol) in acetonitrile (85 mL) was added 4-fluoro-1-nitro-2-(trifluoromethyl)benzene (6.6 g, 31.7 mmol) dropwise and followed by triethylamine (11.0 mL, 79.3 mmol) dropwise. The reaction was heated at 82° C. for 16 h. The reaction was quenched with water and extracted with ethyl acetate. The organic layer was washed with 1N HCl, then dried over Na2SO4 and concentrated in vacuo to yield (S)-2-methyl-1-(4-nitro-3-(trifluoromethyl)phenyl)pyrrolidine (8.7 g, quantitative yield). LC/MS m/z 275.3 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08367660B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-5026c783114c4fe5bc0d8d53c1c77604
Quellennotizuspto-grants-2013_02