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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1423844Erstellt: 26. Oktober 2026

Cesium carbonate → 3-Neopentyl-7-(((2-nitro-5-(trifluoromethyl)phenyl)amino)methyl)-1-oxa-3-azaspiro[4.5]decan-2-one

https://huagongshe.com/reaction/1423844

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
EduktAmmonium ChlorideHCID 25517—
Edukt3-Amino-4-nitrobenzotrifluorideHCID 223100—
Edukt7-(Bromomethyl)-3-neopentyl-1-oxa-3-azaspiro[4.5]decan-2-oneHCID 86718793—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-Neopentyl-7-(((2-nitro-5-(trifluoromethyl)phenyl)amino)methyl)-1-oxa-3-azaspiro[4.5]decan-2-oneHCID 7111610018,7%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A solution containing 2-nitro-5-(trifluoromethyl)aniline (0.777 g, 3.77 mmol) and 7-(bromomethyl)-3-neopentyl-1-oxa-3-azaspiro[4.5]decan-2-one (1.00 g, 3.14 mmol) in DMF (15 mL) was treated with cesium carbonate (3.07 g, 9.43 mmol) and stirred at 60° C. overnight. The cooled reaction mixture was diluted with saturated, aqueous ammonium chloride solution, and the product was extracted into DCM. The organics were washed with brine, dried over Na2SO4, and concentrated. The residue was purified on a 120 g silica gel column (10-60 EtOAc/hexanes; 65 mL/min elution; 254 nm detection) to afford the title compound (0.260 g, 19 yield). MS (m/z) 444.2 (M+H+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08927585B2
Quelldatensatzuspto-grants-2015_01
ORD IDord-b430131e6fab47568898c5403af08fa0
Quellennotizuspto-grants-2015_01