Hydrochloric Acid → [4-(2-Ethoxyethoxy)-2,6-dimethylphenyl]boronic acid

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

To a solution of 2-bromo-5-(2-ethoxyethoxy)-1,3-dimethylbenzene (10.0 g, 36.6 mmol) in tetrahydrofuran (100 mL) was added n-butyllithium hexane solution (1.6 M, 25.1 mL, 40.2 mmol) under stirring at −78° C. The reaction mixture was stirred at the same temperature for 30 min and triisopropyl borate (10.5 mL, 45.5 mmol) was added. The mixture was allowed to warm to room temperature, and the mixture was stirred for 3 hr. To the reaction mixture were added 5 M hydrochloric acid (20 mL), ethyl acetate and water to allow partitioning, and the organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was washed with hexane/diethyl ether and dried to give the title compound (5.9 g, yield 68%) as pale-yellow crystals.

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