2-Propylidenepropanedinitrile synthesis

Yield:52833-34-8 98%

Reaction Conditions:

with C₇H₁₅N₄⁽¹⁺⁾*BF₄^(1-) in water at 20; for 0.05 h;Green chemistry;Knoevenagel Condensation;

Steps:

General procedure for Knoevenagel condensation

General procedure: To a well stirred mixture of carbonyl compound, 1 (2.0 mmol) and active methylene compound, 2 (2.0 mmol), ionic liquid [MeHMTA]BF4 (72.6 mg, 15 mol% of the substrate) was added and stirred at RT. The formation of the products was monitored by TLC. After completion of the reaction, the reaction mixture was filtered, washed with water (3×5 mL) and dried to obtain the products. In general, no further purification was required for solid product. However, for liquid mixture, ethyl acetate (2.0 mL) was added to the reaction mixture. The organic phase was dried with anhydrous MgSO4 and evaporated. In some cases, the crude product was purified by column chromatography over silica gel to afford the pure product. All the products were previously reported and were characterized by melting point determination, ¹H and ¹³C NMR spectral data. The ionic liquid catalyst was recovered from water and reused for the subsequent reactions. Selected data for the products are given below.

References:

Keithellakpam, Sanjoy;Moirangthem, Nimalini;Laitonjam, Warjeet S. [Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2015,vol. 54B,# 9,p. 1157 - 1161]