Hydrochloric Acid → HCID 86710783, compound

Participants

Reaction Steps

HCl: A mixture of (E)-tert-butyl 4-(buta-1,3-dien-1-yl)-4-methylpiperidine-1-carboxylate (1.8 g, 7.16 mmol) and 4M HCl/dioxane (8.95 ml, 35.8 mmol) was stirred at room temp for 3 h. Mixture was then concentrated and the solids were triturated with ether/hexane, filtered and dried under high vac to afford (E)-4-(buta-1,3-dien-1-yl)-4-methylpiperidine.HCl (1.2 g, 6.39 mmol, 89% yield) as off-white solid. 1H NMR (500 MHz, DMSO-d6) δ 6.35 (dt, J=16.9, 10.2 Hz, 1H), 6.12 (dd, J=15.7, 10.3 Hz, 1H), 5.78-5.73 (m, 1H), 5.21 (d, J=17.0 Hz, 1H), 5.06 (d, J=10.1 Hz, 1H), 3.14-3.00 (m, 2H), 2.97-2.79 (m, 2H), 1.83-1.69 (m, 2H), 1.64-1.53 (m, 2H), 1.06 (s, 3H). LCMS (M+H)=152.1.

Provenance & Evidence