53215-95-5

Colorless liquid

General method: Benzylamine derivatives (24.3 mmol, 37 (2.6 g); 28.0 mmol, 38 (3.4 g); 28.0 mmol, 39 (3.8 g); 11.2 mmol, 40 (1.4 g); and 11.2 mmol, 41 (2.0 g)) were dissolved in acetonitrile (120 mL), added K2CO3 (37.4 mmol, 5.2 g (for 37); 46.7 mmol, 2.5 g (for 38-39); 18.7 mmol, 2.6 g (for 40-41)) and Me3SiCH2I (18.5 mmol, 4.0 g (for 37); 38.4 mmol, 59 g (for 38-39); 9.3 mmol, 2.0 g (for 40-41)). The reaction mixture was stirred for 12 h at room temperature. After completion of the reaction, the mixture was concentrated in vacuum to give a residue. The residue was ground with CH2Cl2, dried and concentrated again under vacuum. Finally, it was purified by silica gel column chromatography (eluent ratio: EtOAc:hexane=1:8~1:15) to give the products 421 (3.2 g, 89%), 43 (3.85 g, 79%), 442 (3.3 g, 63%), 45 (1.51 g, 76%) and 46 (1.9 g, 78%), respectively.

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[3] Tetrahedron Letters, 2017, vol. 58, # 10, p. 949 - 954
[4] Tetrahedron, 2017, vol. 73, # 44, p. 6249 - 6261