cis-3-Methylcyclobutanamine hydrochloride synthesis

Yield:1093951-55-3 79%

Reaction Conditions:

with hydrogenchloride in methanol at 20;

Steps:

16

(1s,3s)-3-Methylcyclobutanamine hydrochloridetert-Butyl (1s,3s)-3-methylcyclobutylcarbamate (10.81 g, 55.41 mmol) was diluted in MeOH (92 mL), concentrated hydrogen chloride (23.09 mL, 277.06 mmol) was added and the reaction was stirred at room temperature overnight. Then all of the solvent was evaporated to give a brown gum. The brown gum was crystallized from ether to give an off-white needle crystal as the desired product (5.32 g, 79%). ¹H NMR (500 MHz, DMSO-d₆) δ ppm 3.45 (tt, J=8.9, 7.6 Hz, 1 H) 2.25-2.35 (m, 2 H) 2.01-2.15 (1 H) 1.65 1.75 (m, 2 H) 1.04 (d, J=6.7 Hz, 3 H).

References:

US2008/318943,2008,A1 Location in patent:Page/Page column 70