反応 #157731

反応方程式

Sodium methoxide

2-bromo-6-iodo-3-[(4-methoxybenzyl)oxy]pyridine

water

→

6-iodo-2-methoxy-3-[(4-methoxybenzyl)oxy]pyridine

収率 71.0%

溶媒

dimethyl sulfoxide

反応条件

後処理

1. 1
   抽出followed by extraction with ethyl acetate
2. 2
   洗浄The organic layer was washed with brine
3. 3
   乾燥dried over anhydrous magnesium sulfate
4. 4
   ろ過filtered
5. 5
   その他The solvent was then evaporated under reduced pressure
6. 6
   その他The residue was purified by silica gel column chromatography (hexane:ethyl acetate=95:5→70:30)

実験手順

Sodium methoxide (11 g) was added to a solution of 2-bromo-6-iodo-3-[(4-methoxybenzyl)oxy]pyridine (17 g) in dimethyl sulfoxide (90 mL), and the mixture was stirred at 90° C. for three hours. The reaction solution was poured into water, followed by extraction with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=95:5→70:30) to give 6-iodo-2-methoxy-3-[(4-methoxybenzyl)oxy]pyridine as a colorless powder (10 g, 71%).

出典