The general procedure for the synthesis of 3-benzyl-6-oxa-3-azabicyclo[3.1.0]hexane from N-benzyl-3-pyrroline was as follows: 1-benzyl-3-pyrroline (5.0 g, 31.40 mmol) was dissolved in methanol (20 mL) according to the literature method and cooled to 0 °C. Water (5 mL) and 96% sulfuric acid (2 mL) were then added sequentially and stirred for 5 min. 3-Chloroperoxybenzoic acid (10.0 g, 40.56 mmol) was added in batches and the reaction mixture was stirred at room temperature for 18 hours. After completion of the reaction, the methanol was removed by evaporation and neutralized with 10% aqueous sodium hydroxide to pH=7. The resulting suspension was extracted with dichloromethane, the organic phases were combined, washed sequentially with water and saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered and concentrated to afford the pure product, 3-benzyl-6-oxa-3-aza-bicyclo[3.1.0]hexane (4.35 g, 80% yield) as a yellow oil The product was analyzed by 1H NMR (1H NMR). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 7.49-7.23 (m, 5H), 3.81 (s, 2H), 3.66 (s, 2H), 3.23 (d, J = 12 Hz, 2H), 2.72 (d, J = 12 Hz, 2H).
![6-Oxa-3-azabicyclo[3.1.0]hexane, 3-(phenylMethyl)-](/CAS/GIF/75390-09-9.gif)