3-(3-METHOXY-PHENYLAMINO)-PROPIONITRILE synthesis
- Product Name:3-(3-METHOXY-PHENYLAMINO)-PROPIONITRILE
- CAS Number:26424-07-7
- Molecular formula:C10H12N2O
- Molecular Weight:176.22
Yield:26424-07-7 85%
Reaction Conditions:
with MCM-41 immobilized phenanthrolinium dibromide in water at 20; for 1 h;Catalytic behavior;Michael Addition;
Steps:
4.1.5 General Procedure for the Aza-Michael Additionof Aromatic Amines to α,β-Unsaturated Nitrilesand Nitro Compounds
General procedure: Phen-MCM-Br2 catalyst (0.070 g, 4.0 mol %) was added toa flask containing of aromatic amines (1 mmol) and acrylonitrileor nitro-olefin (1.2 mmol) in water (3 mL) and themixture was stirred at room temperature until completion ofthe reaction as monitored by TLC. Ethyl acetate was thenadded and the mixture was stirred for 15 min to ensureproduct removal from the catalyst. The catalyst was filteredoff, washed with water and the product was separated byextraction with ethyl acetate. The organic layer was evaporatedunder vacuum in a rotary evaporator to obtain the crudeproduct. Further purification was achieved by columnchromatography using an ethyl acetate/n-hexane gradient.Structural assignments of the products were based on their1H and 13C NMR data and their melting points.
References:
Hosseinzadeh, Rahman;Aghili, Nora;Tajbakhsh, Mahmood [Catalysis Letters,2016,vol. 146,# 7,p. 1194 - 1203]
