[Synthesis]
Step 3: Synthesis of 3-phenoxypyrrolidine hydrochloride
To a cooled solution of tert-butyl 3-phenoxypyrrolidine-1-carboxylate (172 mg, 0.65 mmol; which was prepared as described in Step 2) in dichloromethane (4.3 mL) was added slowly and dropwise a dioxane solution (3.2 mL) in 4N HCl. The reaction mixture was gradually warmed to room temperature and stirred continuously for 1 hour. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure to afford 3-phenoxypyrrolidine hydrochloride (135 mg, quantitative yield), the product was an orange oil.
* 1H NMR (DMSO-d6, 300 MHz): δ (ppm): 9.77-9.58 (m, 1H), 9.57-9.38 (m, 1H), 7.37-7.26 (m, 2H), 7.03-6.90 (m, 3H), 5.18-5.09 (m, 1H), 3.59-3.07 (m, 4H), 2.27 -2.03 (m, 2H). |