Synthesis
General procedure for the synthesis of cyclobutanecarboxamide from cyclobutanecarbonyl chloride: cyclobutanecarbonyl chloride (5 g, 42.37 mmol) was dissolved in methylene chloride (20 mL), and aqueous ammonia solution (20 mL) was added slowly at -20 °C. The reaction mixture was stirred at room temperature overnight. Subsequently, the volatile solvent was removed under reduced pressure. The precipitated solid was collected by filtration and dried under vacuum to afford cyclobutanecarboxamide (3 g, 71.77% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 7.02-7.16 (m, 1H), 6.65 (br s, 1H), 2.95 (quintet, J = 8.43 Hz, 1H), 1.61-2.18 (m, 6H).
References
[1] Patent: WO2012/160464, 2012, A1. Location in patent: Page/Page column 60
[2] Patent: US2014/155398, 2014, A1. Location in patent: Paragraph 0367
[3] Journal of the Chemical Society, 1894, vol. 65, p. 950,969
[4] Journal of Organic Chemistry, 1966, vol. 31, p. 3473 - 3482
[5] Journal of Molecular Structure, 1987, vol. 162, p. 321 - 332
