Ammonium Chloride → tert-Butyl (S)-5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate hydrochloride

Participants

Reaction Steps

To a solution of 1c (10.17 g, 47.2 mmol) in 100 mL MeOH, was added NH4Cl (2.65 g, 49.6 mmol). The mixture was refluxed for 2 h, then concentrated. The residue was taken up in 200 mL CHCl3 and stirred for 20 min until only a fine suspension persisted. The mixture was filtered and the filtrate concentrated. The solid was suspended in hexanes, sonicated, and then filtered and dried to afford 8.30 g (80%) of 1d as an off-white solid. 1H NMR (300 MHz, CDCl3) δ4.44 (dd, J=8.8, 5.1, 1H), 3.11-3.05 (m, 2H), 2.58-2.45 (m, 1H), 2.28-2.15 (m,1H), 1.48 (s, 9H).

Provenance & Evidence