反応 #157729

反応方程式

water

4-Methoxybenzyl alcohol

sodium hydride

2-bromo-6-iodo-3-propoxypyridine

→

title compound

6-Iodo-2-[(4-methoxybenzyl)oxy]-3-propoxypyridine

溶媒

N,N-dimethylformamide

N,N-dimethylformamide

反応条件

後処理

1. 1
   温度cooling
2. 2
   workup.STIRRINGthe mixture was stirred at 85° C. for six hours
3. 3
   抽出followed by extraction with ethyl acetate
4. 4
   洗浄The organic layer was washed with brine
5. 5
   乾燥dried over anhydrous magnesium sulfate
6. 6
   ろ過filtered
7. 7
   その他The solvent was then evaporated under reduced pressure
8. 8
   その他The residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1→1:1)

実験手順

4-Methoxybenzyl alcohol (689 mg) was added to a solution of sodium hydride (200 mg) in N,N-dimethylformamide (4 mL) under ice-cooling, and the mixture was stirred at room temperature for 15 minutes. A solution of 2-bromo-6-iodo-3-propoxypyridine in N,N-dimethylformamide (2 mL) was added thereto, and the mixture was stirred at 85° C. for six 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=10:1→1:1) to give the title compound as a colorless powder (670 mg).

出典