41109-95-9

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 105-56-6 ethyl 2-cyanoacetate 
• 104-55-2 3-phenyl-propenal 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 92248-19-6 2-cyano-5-phenylpent-4-enoic acid ethyl ester 
• 34795-56-7 2-cyano-5-phenyl-pentanoic acid ethyl ester 
• 81913-83-9 (1R,2R,3R,4S)-1-Cyano-3-((E)-2-cyano-2-ethoxycarbonyl-vinyl)-2-phenyl-4-((E)-styryl)-cyclobutanecarboxylic acid ethyl ester 

Relevant academic research and scientific papers

Solvent-Free Synthesis of Ethyl α-Cyanocinnamates Catalyzed by K 2O-Al2O3 Using Grinding Method

K2O-Al2O3 catalyzes the Knoevenagel condensation of ethyl cyanoacetate with aromatic aldehydes, giving ethyl α-cyanocinnamates in 94-98% yield under solvent-free condition by grinding at room temperature.

Ammonium chloride catalyzed Knoevenagel condensation in PEG-400 as ecofriendly solvent

A simple and selective green methodology has been successfully developed for Knoevenagel condensation in polyethylene glycol-400 using 10 mol % ammonium chloride as catalyst. The method is applicable to a wide range of aromatic, heteroaromatic and α,β-unsaturated aldehydes. The reactions have been found to be clean and free from the formation of the Michael adduct.

The Knoevenagel condensation using quinine as an organocatalyst under solvent-free conditions

The Knoevenagel condensation between active methylene compounds and aromatic carobonyl compounds has been developed using quinine as an organocatalyst to afford various electrophilic alkenes in excellent yields (up to 90%). In the presence of a catalytic amount of quinine (15 mol%), the reaction proceeded at room temperature (RT) under solvent-free conditions. In this green approach, the organocatalyst was recovered and recycled for up to four cycles without appreciable loss of activity.

Aminated poly(vinyl chloride): An efficient green catalyst for Knoevenagel condensation reactions

Commercially available poly(vinyl chloride) have been modified with ethylene diamine to give a highly efficient reusable organocatalyst for Knoevenagel condensation in water as well as under solvent-less conditions. The reaction proceeds with high yield a

A simple, efficient and green procedure for Knoevenagel condensation in water or under solvent-free conditions

1,4-Diazabicyclo[2.2.2]octane was used as an efficient catalyst in the Knoevenagel condensation reaction of various kinds of aromatic/aliphatic/ heterocyclic/α,β-unsaturated aldehydes and ketones with active methylene compounds. This is a convenient and rapid method for Knoevenagel condensation, which affords the corresponding substituted electrophilic alkenes in excellent yields. The reaction condition is mild and the method is operationally simple. The products, only E-isomers were detected, did not need to be purified. The use of water as the reaction mediummakes the process environmentally benign. The catalysts can be recycled six times without activity loss.

Silica grafted polyethylenimine as heterogeneous catalyst for condensation reactions

Primary amine groups were attached to a silica surface by using α,ω-diamines derivatives and (3-glycidyloxypropyl)-trimethoxysilane activation. The same activation was used to graft polyethylenimine, which also contains secondary and tertiary amine groups. These silica aminated structures were tested as heterogeneous catalysts in nitroaldol condensation with nitromethane, the derivative with the polyethylenimine moiety being the more active catalyst. This catalyst also showed efficiency in the Knoevenagel condensation of benzaldehydes with ethyl cyanoacetate under very mild reaction conditions and showed much the same efficiency when used in consecutive reaction runs. A reaction mechanism with participation of the several amine groups of the catalysts is discussed.

A simple, efficient and green procedure for the Knoevenagel condensation of aldehydes with N-methylpiperazine at room temperature under solvent-free conditions

Knoevenagel condensation of aromatic, aliphatic, and heteroaromatic aldehydes with active methylene compounds such as ethylcyanoacetate, malononitrile, and cyanoacetamide proceed very smoothly at room temperature by simply mixing the ingredients together under solvent-free conditions in the presence of N-methylpiperazine in excellent yields of the E-configured products. Copyright Taylor & Francis Group, LLC.

SDS/CH2(CN)EWG/H2O: An efficient and green system for the cleavage of nitrones and imines in water

SDS/CH2(CN)EWG/H2O system (EWG= electron withdrawing group) reacted with nitrones and imines in water to produce addition-elimination products with excellent yields at room temperature.

Solvent-free L-proline catalysed condensation of ethyl cyanoacetate with aldehydes

Solvent-free Knoevenagel condensation of ethyl cyanoacetate with aromatic aldehydes, catalysed by environmentally friendly silica gel supported L-proline under microwave irradiation is studied.

Knoevenagel condensation catalyzed by 1,1,3,3-tetramethylguanidium lactate

Knoevenagel condensation between malononitrile or ethyl cyanoacetate and carbonyl compounds could be effectively promoted by 1,1,3,3-tetramethylguanidium lactate, a basic ionic liquid, under mild conditions. Good to high isolated yields could be obtained.