Sodium Hydroxide → 1-(Diphenylmethyl)azetidin-3-ol

Participants

Reaction Steps

NaOH (5N aqueous, 26.1 mL, 131 mmol) was added to a mixture of 1-benzhydrylazetidin-3-ol hydrochloride (30.00 g, 109 mmol) in water (150 mL). The mixture was allowed to stir for 15 min, extracted with AcOEt, dried over MgSO4 to give 1-benzhydrylazetidin-3-ol. 1H NMR (300 MHz, CDCl3) δ ppm 7.35-7.44 (m, 4H), 7.22-7.32 (m, 4H), 7.13-7.22 (m, 2H), 4.40-4.52 (m, 1H), 4.35 (s, 1H), 3.47-3.60 (m, 2H), 2.80-2.97 (m, 2H). MS (ESI) m/z: Calculated; 239.1 Observed: 340.1 (M++1).

Provenance & Evidence