Hydrochloric Acid → HCID 69649774, compound

Participants

Reaction Steps

To a solution of 5-(acetyloxy)-2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromen-6-yl N-(tert-butoxycarbonyl)-2-methylalaninate (27) (0.4 g, 0.85 mmol) in 1,4-dioxane (5 mL) is added a solution of hydrogen chloride gas in anhydrous 1,4-dioxane (4.0 M, 10 mL). The reaction is stirred at room temperature for 2 hours. The reaction is dried under reduced pressure and the resulting solid is triturated with Et2O to afford the desired product as a white solid (0.388 g, 97%). M.p.=283-284° C.; 400 MHz 1H NMR (DMSO-d6) δ: 8.93 (br. s, 3H), 8.15 (d, J=8.4 Hz, 1H), 7.72 (d, J=8.0 Hz, 1H), 7.65-7.50 (m, 2H), 2.63 (t, J=6.6 Hz, 2H), 2.38 (s, 3H), 1.89 (t, J=6.6 Hz, 2H), 1.78 (s, 6H), 1.39 (s, 6H); LCMS: 372 [M+H]; Calc. for C21H25NO5.1.15 HCl: C, 60.96; H, 6.38; N, 3.39; Found C, 61.01; H, 6.06; N, 3.30.

Provenance & Evidence