6933-49-9

To a suspension of copper(I)iodide (7.7 g, 40.6 mmol, 2.0 equiv) and 2-bromo-9H carbazole (5.0 g, 20.3 mmol, 1.0 equiv) in anhydrous DMF (22 mL), sodium methanolate (61 mL, 267 mmol, 13 equiv) was added. The reaction mixture was stirred for 4 hours at 120 °C. After completion (judged by TLC) the reaction mixture was filtrated through celites and directly adsorbed on silica. Purification by chromatography on silica (CHCl3 100 %) afforded the 2-methoxy-9H-carbazole (3.9 g, 19.5 mmol, 96 % yield) as a white solid.¹

[1] Limberg, F. R. P., Miasojedovas, A., Pingel, P., Reisbeck, F., Janietz, S., Monkman, A. P., & Krüger, H. (2015). Hole-transporting side-chain polystyrenes based on TCTA with tuned glass transition and optimized electronic properties†. RSC Advances, 101, 83122–83128. https://doi.org/10.1039/C5RA12963J