a) Triphenylphosphine (300 g, 1.14 mol) and 2-bromoethyl methyl ether (200 g, 1.43 mol) were refluxed in toluene (1 L) for 24 hours. Upon completion of the reaction, the reaction mixture was cooled to 30 °C and filtered to afford (2-methoxyethyl)triphenylphosphonium bromide (450 g, 78%). Subsequently, the product (450 g) was reacted with pyrrolidine (96 g, 1.37 mol) in methanol (500 mL) at 60°C for 2 hours. At the end of the reaction, methanol was removed by distillation and the resulting solid was suspended in toluene (appropriate amount), cooled to 30°C and filtered to give 2-(1-pyrrolidinyl)ethyltriphenylphosphonium bromide (450 g, 91%).NMR (D2O) δ: 1.67 (m, 4H), 2.46 (m, 4H), 2.78 (m, 2H), 3.41 (m, 2H), 7.68 ( m, 15H).
