2-BROMO-5-HYDROXYMETHYL-ANISOLE

6971-51-3

17100-64-0

The general procedure for the synthesis of 2-bromo-5-hydroxymethyl anisole from m-methoxybenzyl alcohol was as follows: to a solution of 3-methoxybenzyl alcohol (20.0 g, 145 mmol) in tetrahydrofuran (THF, 400 mL) was added N-bromosuccinimide (NBS, 26 g, 146 mmol). The reaction mixture was stirred at room temperature for 8 hours. After the reaction was completed, ether (500 mL) was added to dilute and the mixture was washed with deionized water (3 x 100 mL). The organic phase was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to afford 2-bromo-5-hydroxymethyl anisole (31.2 g, 99% yield), and the product was used directly in the next reaction without further purification.