Diethyl Ether → HCID 67085753, compound

Participants

Reaction Steps

A solution of (2R)-2-(t-butoxycarbonylamino)-2-(4-(2-methylpentyloxy)phenyl)ethyl acetate (5.50 g, 14.49 mmol) in 2 M HCl in ether (72.5 mL, 144.9 mmol) was stirred at room temperature for 12 h. The precipitate formed was collected on a Buchner funnel, washed with ether, and dried under vacuum to afford (2R)-2-amino-2-(4-(2-methylpentyloxy)phenyl)ethyl acetate.HCl (3.70 g, 81% yield) as a tan solid: 1H NMR (400 MHz, DMSO-d6) δ 8.80 (br. s., 3 H), 7.46 (d, J=8.8 Hz, 2H), 6.98 (d, J=8.8 Hz, 2H), 4.43-4.55 (m, 1H), 4.25-4.37 (m, 2H), 3.84 (dd, J=9.6, 6.0 Hz, 1H), 3.74 (dd, J=9.6, 6.8 Hz, 1H), 2.05 (s, 3H), 1.81-1.93 (m, 1H), 1.25-1.49 (m, 3H), 1.10-1.23 (m, 1H), 0.96 (d, J=6.5 Hz, 3H), 0.88 (t, J=7.1 Hz, 3H); LRMS (ESI) m/e 280.4 [(M+H)+, calcd for C16H26NO3 280.2].

Provenance & Evidence