solution of Te powder (96 mg, 0.75 mmol) and NaBH4 (42 mg, 1.12 mmol) in 1.5 mL of DMF in tert-butanol (100:1) was heated at 80°C for 30–45 minutes under argon. The resulting deep purple solution was then cooled to room temperature, and a solution of substrate (0.5 mmol) and pyridine 16 (43 μL, 0.5 mmol) in 2 mL of benzene DMF (1:3) was added via syringe. The mixture was stirred at room temperature until the starting material (tlc) was complete. The reaction flask was then opened to air and water was added. After 1 hour, the mixture was filtered through diatomaceous earth, eluted with EtOAc, and washed with brine. Chromatography allowed for the purification of the pure product 1-hexadecene. Yield: 85%.
Figure 1-Synthetic Route of Hexadecene