Yield: 92%

Reaction Conditions:

with 1,4-diaza-bicyclo[2.2.2]octane in N,N-dimethyl-formamide at 100 - 110; for 1.33333 h;Knoevenagel-Doebner-Stobbe Reaction;

Steps:

Preparation of cinnamic acids:
General procedure: To aromatic aldehyde (500 mg, 1.0 equiv) and malonic acid (981 mg, 2.0 equiv) was added DABCO (105 mg, 2 equiv) in dimethyl formamide (5 mL) and the reaction mixture was stirred at 100-110 °C for 60-90 min. After completion of the reaction (TLC monitoring), reaction mixture was poured in water and then extracted with ethyl acetate. Crude product was recrystallized from chloroform/hexane system to provide cinnamic acids in good yield.

References:

Nagalakshmi;Diwakar;Govindh;Gopal Reddy;Venu;Bhargavi;Prasanna Devi;Murthy;Siddaiah [Asian Journal of Chemistry,2017,vol. 29,# 7,p. 1561 - 1564]