8.2 Synthesis of 1-aminocyclopropane methanol hydrochloride
1.04 g of tert-butyl (1-hydroxymethylcyclopropyl)-carbamate was dissolved in 5 mL of dioxane. Under stirring, 2.5 mL of 4 mol/L HCl in dioxane solution was added slowly and dropwise. The reaction mixture was stirred at room temperature for 15 hours. Subsequently, the solvent was evaporated to half of the original volume and the precipitated solid was collected by filtration. 0.5 g of the target product 1-aminocyclopropanemethanol hydrochloride was finally obtained. The structure of the product was confirmed by 1H NMR (400 MHz, DMSO): δ 5.27 (1H, t), 0.91 (2H, t), 0.71 (2H, t).
[1] Journal of Medicinal Chemistry, 1988, vol. 31, # 10, p. 2004 - 2008
[2] European Journal of Organic Chemistry, 2005, # 11, p. 2250 - 2258
[3] Patent: US2010/305102, 2010, A1. Location in patent: Page/Page column 16
[4] Patent: US2011/21501, 2011, A1. Location in patent: Page/Page column 59
[5] Patent: US2011/28441, 2011, A1. Location in patent: Page/Page column 14