Lithium Hydroxide → Benzyl 2-aminoethyl(methyl)carbamate

Participants

Reaction Steps

To a solution of compound B (103.0 g, 340.7 mmol) in MeOH (1200 ml) was added a solution of LiOH (16.4 g, 681.4 mmol) in water (120 ml). The reaction mixture was stirred at room temperature for 3 h. Solvents were evaporated to ¾ of initial volume followed by dilution with water (400 ml). Solution was extracted with EtOAc (2×300 ml). The organic layer was washed with brine (200 ml), dried over MgSO4 and evaporated in vacuo. The resultant residue was dissolved in ether (300 ml) and treated with 2 N HCl/ether (200 ml). The formed precipitate was filtered, washed with ether and dried in vacuo to provide hydrochloric salt of compound C (54.5 g, 261.2 mmol) as white solid. LC-MS [M+H] 209.5 (C11H16N2O2+H, calc: 209.3).

Provenance & Evidence