Reaktion #76105

Reaktionsgleichung

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

heptanoic acid

4-nitrophenethylamine

triethylamine

→

heptanoic acid [2-(4-nitro-phenyl)-ethyl]-amide

Ausbeute 81.3%

Lösungsmittel

methylene chloride

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed sequentially with water, 1N aqueous hydrochloric acid, water, saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride
2. 2
   Trocknendried over anhydrous sodium sulfate
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated under reduced pressure

Vorschrift

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (3.86 g, 20.1 mmol) and heptanoic acid (2.38 mL, 16.8 mmol) were added sequentially to a solution of 4-nitrophenethylamine (3.40 g, 16.8 mmol), triethylamine (2.81 mL, 20.1 mmol) and methylene chloride (25 mL). After stirring 18 h at ambient temperature, the reaction mixture was diluted with ethyl acetate; washed sequentially with water, 1N aqueous hydrochloric acid, water, saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride; dried over anhydrous sodium sulfate; filtered and concentrated under reduced pressure to provide 3.80 g (81%) of heptanoic acid [2-(4-nitro-phenyl)-ethyl]-amide as an off-white solid.

Quelle