Reaktion #1349176

Reaktionsgleichung

sodium bicarbonate

m-Nitrobenzoic acid

piperazine

N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride

1-Hydroxybenzotriazole

Tetrahydrofuran

→

(4-Methyl-piperazin-1-yl)-(3-nitro-phenyl)-methanone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionorganics were extracted with ethyl acetate/dichloromethane
2. 2
   TrocknenCombined organics were dried over sodium sulfate
3. 3
   Filtrationfiltered
4. 4
   SonstigeThe crude mixture was purified by Isco flash column chromatography (Hexane/Ethyl Acetate)

Vorschrift

m-Nitrobenzoic acid (2.00 g, 0.0120 mol), piperazine, 1-methyl- (1.44 g, 0.0144 mol), N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (2.29 g, 0.0120 mol) and 1-Hydroxybenzotriazole (0.40 g, 0.0030 mol) were dissolved in Tetrahydrofuran (35 mL, 0.43 mol) and the reaction was allowed to stir overnight at room temperature. The reaction mixture was poured over saturated sodium bicarbonate, and organics were extracted with ethyl acetate/dichloromethane. Combined organics were dried over sodium sulfate, filtered and reduced en vacuo. The crude mixture was purified by Isco flash column chromatography (Hexane/Ethyl Acetate). Combined fractions were reduced en vacuo to afford 2.46 g of (4-Methyl-piperazin-1-yl)-(3-nitro-phenyl)-methanone. (M+H)=250.6.

Quelle