Реакция #1563947

Уравнение реакции

K2CO3

5-fluoro-3-nitrobenzene-1,2-diol

1,2-Dibromoethane

→

7-fluoro-5-nitro-2,3-dihydrobenzo[b][1,4]dioxine

Растворители

DMF

ethyl acetate

Условия реакции

Обработка

1. 1
   ДругоеReaction mixture
2. 2
   Промывкаwashed with cold water
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 MPLC (silica gel, Mobile Phase: ethyl acetate in n-Hexane 0 to 5% as eluant)

Методика

K2CO3 (15.27 g, 110.6 mmol) was added to a solution of 5-fluoro-3-nitrobenzene-1,2-diol (5 g, 28.9 mmol) in DMF (35 mL) followed by the addition of 1,2-Dibromoethane (13.63 g, 6.25 mL, 72.5 mmol) and stirring was continued at 80° C. for 2 h. Reaction mixture was diluted with ethyl acetate, washed with cold water, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the crude, which was purified by MPLC (silica gel, Mobile Phase: ethyl acetate in n-Hexane 0 to 5% as eluant) to afford 7-fluoro-5-nitro-2,3-dihydrobenzo[b][1,4]dioxine (Int-51) as pale yellow solid. 1H NMR (300 MHz, CDCl3) δ ppm 7.3-7.2 (1H, dd), 6.9-6.8 (1H, dd), 4.4 (4H, s).

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