CYANO-CYCLOHEXYLIDENE-ACETIC ACIDMETHYL ESTER synthesis

Yield:55568-06-4 90%

Reaction Conditions:

with C₈H₁₈NO₃⁽¹⁺⁾*C₂H₄NO₂^(1-) in water at 20;Knoevenagel Condensation;

Steps:

General procedure for the Knoevenagel condensation.

General procedure: A mixture of carbonyl compound (0.5 mmol), activated methylene compound (0.5 mmol), IL catalyst (10 mol %) and water (1 mL) was stirred at room temperature in 25-mL round bottomed flask. Upon completion of the reaction (monitored by TLC), the reaction mixture always solidified in the round bottomed flask. Then the solidified mixture was filtered and washed with cold water (5 mL) to remove the IL catalyst, and evaporated under reduced pressure to obtain the target products. The products of 3o, 3p, 3q, 3x, 3c’, 3d’ are colourless oil, and they were purified by column chromatography on silica gel using petroleum ether/ethyl acetate as the eluent after the solvent was removed under reduced pressure. The products of 3j’, 3k’were prepared under solvent-free condition; After completion of the reaction, the solidified mixture was washed with ethanol (5 mL) to remove the IL catalyst, and evaporated under reduced pressure to obtain the target products.

References:

Xu, Hao;Pan, Liyang;Fang, Xiaomin;Liu, Baoying;Zhang, Wenkai;Lu, Minghua;Xu, Yuanqing;Ding, Tao;Chang, Haibo [Tetrahedron Letters,2017,vol. 58,# 24,p. 2360 - 2365] Location in patent:supporting information