Reaction of 2-bromo-1, 4-dimethoxybenzene with various nucleophiles via aryne reaction

YX Han, MV Jovanovic, ER Biehl

Index: Han, Yu Xin; Jovanovic, Misa V.; Biehl, Edward R. Journal of Organic Chemistry, 1985 , vol. 50, # 8 p. 1334 - 1337

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Citation Number: 10

Abstract

4-Methoxy-2, 2, 6, 6-tetramethylpiperidinyl-l-oxy (111). To a stirred solution of 17.2 g (100 mmol) of 4-hydroxy-2, 2, 6, 6-tetramethylpiperidinyl-1-oxy (11)'in 150 mL of anhydrous DMF was added 3.6 g (150 mmol) of NaH. After this suspension was stirred under nitrogen, 9.34 mL (150 mmol) of methyl iodide, dissolved in 34 mL of DMF, was added dropwise to the solution at 0" C. The reaction mixture stood at room temperature for 5 h. After filtration of ...