Synthesis
Pyridine (17 mL, 0.4 mol) was slowly added dropwise to a solution of anhydrous dichloromethane (250 mL) containing O,N-dimethylhydroxylamine hydrochloride (10 g, 0.1 mol) and propionyl chloride (10 g, 0.1 mol) at 0 °C. The reaction mixture was stirred continuously for 24 hours at room temperature. Subsequently, the reaction solution was washed sequentially with 5% hydrochloric acid (2 x 50 mL), saturated sodium bicarbonate solution (100 mL) and brine (100 mL). The organic phase was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford the colorless oily product N-methoxy-N-methyl-propionamide (10 g, 89% yield).
References
[1] Journal of Medicinal Chemistry, 2017, vol. 60, # 12, p. 4840 - 4860
[2] Organic Letters, 2012, vol. 14, # 9, p. 2250 - 2253
[3] Chemistry - A European Journal, 2001, vol. 7, # 21, p. 4562 - 4571
[4] Patent: WO2010/104488, 2010, A1. Location in patent: Page/Page column 65
[5] Journal of Organic Chemistry, 2007, vol. 72, # 15, p. 5828 - 5831
