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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 18606Erstellt: 24. Oktober 2026

Triethylamine → (3-Fluoro-4-nitro-phenyl)-pyrrolidin-1-yl-methanone

https://huagongshe.com/de/reaction/18606

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktThionyl ChlorideHCID 24386—
EduktPyrrolidineHCID 31268—
Edukt3-Fluoro-4-nitrobenzoic acidHCID 230653—
KatalysatorDimethylformamideHCID 6228—
LösungsmittelBenzeneHCID 241—
LösungsmittelDichloromethaneHCID 6344—
Produkt(3-Fluoro-4-nitro-phenyl)-pyrrolidin-1-yl-methanoneHCID 55103417—

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

1.00 g (5.40 mmol) 3-Fluoro-4-nitro-benzoic acid were suspended in 55 mL benzene. 1 mL Thionyl chloride and 7 drops DMF were added. The resulting mixture was stirred of 5 h at 70° C. and then concentrated under reduced pressure. The residue was dissolved in 40 mL CH2Cl2. Subsequently 0.75 mL (5.40 mmol) triethylamine and 0.45 mL (5.40 mmol) pyrrolidine were added and the resulting solution was stirred for 1 h at room temperature. The mixture was diluted with CH2Cl2 and washed subsequently with a 0.1 N HCl-solution, with a saturated NaHCO3-solution and with brine. The organic layer was dried over anhydrous MgSO4 and concentrated under vacuo to give crude (3-Fluoro-4-nitro-phenyl)-pyrrolidin-1-yl-methanone as an orange solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07741341B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-5f9779b5c3244eb2a6fd38a7490201d2
Quellennotizuspto-grants-2010_06