ethyl 3-[(2-methylpropyl)amino]propanoate synthesis
- Product Name:ethyl 3-[(2-methylpropyl)amino]propanoate
- CAS Number:82560-61-0
- Molecular formula:C9H19NO2
- Molecular Weight:173.25
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Yield:82560-61-0 95%
Reaction Conditions:
with aluminum oxide in neat (no solvent) at 70; for 4 h;Green chemistry;Michael Addition;
Steps:
3.2. Procedure for Preparation of Mono-Adducts
General procedure: The amine (7.5 mmol) and the Michael acceptor (5 mmol) in a molar ratio of 1.5:1 were refluxedwith stirring in the presence of acidic alumina (1 g, 200 mol%). Heating was performed using an oilbath and the reaction was followed by TLC and GC until completion. The reaction was then allowedto cool down to room temperature and filtered through a filter paper. The catalyst was rinsed withethyl acetate/hexane and then concentrated by rotary evaporation. The crude reaction mixture waspurified using a silica-filled chromatographic column using hexane/ethyl acetate as eluents. Usually,for aliphatic amines, the mono-adduct was eluted using 7:3, 6:4 or 5:5 hexane/ethyl acetate whilstfor aromatic ones the solvent mixture used was 8:2 hexane/ethyl acetate. The yields of the purifiedproducts were recorded and then IR and NMR spectroscopy and MS spectrometry were performed.
References:
Bosica, Giovanna;Abdilla, Roderick [Molecules,2016,vol. 21,# 6,art. no. 815]
