Benzyl chloroformate → HCID 178523817, compound

Participants

Reaction Steps

Commercially available trans-4-aminocyclohexanol hydrochloride (50 g, 0.33 mol) was treated with benzyl chloroformate (Cbz-Cl) (51.8 mL, 0.36 mol) under standard Schotten-Baumann conditions to provide N-Cbz-trans-4-aminocyclohexanol (62.33 g, 88% yield) as a white solid: m.p. 160°-162° C.; 1H NMR (300 MHz) δ 7.36 (m, 5H), 5.10 (s, 2H), 4.58 (br, 1H), 3.61 (m, 1H), 3.51 (m, 1H), 2.01 (br t, 4H, J=13.5 Hz), 1.40 (m, 2H), 1.20 (m, 2H); MS: (M+H)+ =250, (M+H+NH3)+ =267.

Provenance & Evidence