Реакция #1563943

Уравнение реакции

1-bromo-2-methoxyethane

2-bromo-4-fluoro phenol

K2CO3

→

desired compound

2-Bromo-4-fluoro-1-(2-methoxyethoxy)benzene

Растворители

CH3CN

Условия реакции

Обработка

1. 1
   ДругоеThe reaction mixture was quenched with 1M aq
2. 2
   ЭкстракцияNaOH solution, extracted with diethyl ether (3×100 mL)
3. 3
   Сушкаdried over anhydrous sodium sulphate
4. 4
   Концентрированиеconcentrated under reduced pressure
5. 5
   Другоеto afford the crude, which
6. 6
   Другоеwas purified by column chromatography (using silica gel and 2% ethyl acetate in hexane as eluent)

Методика

1-bromo-2-methoxyethane (5.49 g, 39.5 mmol) was added to a mixture of 2-bromo-4-fluoro phenol (5 g, 26.18 mmol) and K2CO3 (11.5 g, 83.25 mmol) in CH3CN (41.5 mL) and continued stirring at 80° C. for 16 hr. The reaction mixture was quenched with 1M aq.NaOH solution, extracted with diethyl ether (3×100 mL), dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the crude, which was purified by column chromatography (using silica gel and 2% ethyl acetate in hexane as eluent) to afford the desired compound (Int-42). 1H NMR (300 MHz, CDCl3) δ ppm 7.3 (1H, m), 6.9 (1H, m), 6.7 (1H, m), 4.1 (2H, t), 3.8 (2H, t), 3.5 (3H, s).

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