반응 #1563947

반응 방정식

K2CO3

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

1,2-Dibromoethane

→

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

용매

DMF

ethyl acetate

반응 조건

후처리

1. 1
   기타Reaction mixture
2. 2
   세척washed with cold water
3. 3
   건조dried over anhydrous sodium sulphate
4. 4
   농축concentrated under reduced pressure
5. 5
   기타to afford the crude, which
6. 6
   기타was purified by MPLC (silica gel, Mobile Phase: ethyl acetate in n-Hexane 0 to 5% as eluant)

실험 절차

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).

출처