Butanoic acid, 2-[(4-fluorophenyl)methylene]- synthesis

Yield:883824-47-3 50%

Reaction Conditions:

Stage #1: butanoic acid anhydridewith potassium carbonate at 0; for 0.0833333 h;Perkin Carboxylic Acid Synthesis;
Stage #2: 4-fluorobenzaldehyde at 160 - 180; for 12 h;Perkin Carboxylic Acid Synthesis;

Steps:

5.1.2 General procedure A: the synthesis of acrylic acid from aromatic aldehyde

General procedure: Appropriate anhydride (300 mmol, 1.6 equiv) was added to potassium carbonate (224 mmol, 1.2 equiv) at 0 °C. After stirring for 5 min to mix up, appropriate aromatic aldehyde (186 mmol, 1.0 equiv) was added. The mixture was heated to reflux for 12 h. After cooling with an ice bath, to the reaction mixture were added water and solid Na₂CO₃ (30 g). After the resultant yellow precipitate was filtered, the reaction mixture was acidified to pH 6.0 using concentrated HCl to afford acrylic acid as a solid.

References:

Wang, Zhi-Gang;Chen, Liqun;Chen, Jiebo;Zheng, Jian-Feng;Gao, Weiwei;Zeng, Zhiping;Zhou, Hu;Zhang, Xiao-Kun;Huang, Pei-Qiang;Su, Ying [European Journal of Medicinal Chemistry,2013,vol. 62,p. 632 - 648]