Synthesis Reference(s)
Chemistry Letters, 13, p. 1419, 1984
The Journal of Organic Chemistry, 45, p. 4522, 1980
DOI: 10.1021/jo01310a058
Synthesis
In a 100 mL dry round-bottomed flask, acetophenone (1.08 g, 9 mmol) and N,N-dimethylformamide dimethyl acetal (3.9 mL, 30 mmol) were added with 30 mL of xylene as solvent. The reaction mixture was refluxed at 140 °C for 12 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and the heating was stopped after confirming the completion of the reaction. The solvent was removed by distillation under reduced pressure and the resulting crude product was purified by fast column chromatography to afford 3-(dimethylamino)-1-phenyl-2-propen-1-one (1.48 g, 97% yield) as a light yellow solid.
References
[1] RSC Advances, 2017, vol. 7, # 45, p. 28483 - 28488
[2] Patent: CN108383763, 2018, A. Location in patent: Paragraph 0044; 0046
[3] Patent: US2011/195993, 2011, A1. Location in patent: Page/Page column 10; 14
[4] Journal of Organic Chemistry, 1980, vol. 45, # 24, p. 4857 - 4860
[5] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 4, p. 1214 - 1217
