反応 #9419

反応方程式

sodium carbonate

3,3-dimethyl-indol-2-one

sodium acetate

bromine

→

subtitled compound

収率 92.0%

5-bromo-1,3-dihydro-3,3-dimethyl-2H-indol-2-one

収率 92.0%

溶媒

acetic acid

water

acetic acid

反応条件

後処理

1. 1
   抽出extracted with ethyl acetate (×3)
2. 2
   乾燥dried (MgSO4)
3. 3
   ろ過filtered
4. 4
   その他evaporated

実験手順

3,3-dimethyl-indol-2-one (0.65 g, 4.03 mmol) and sodium acetate (0.33 g, 4.07 mmol) were stirred in acetic acid (5 cm3) then bromine (0.66 g, 4.13 mmol) in acetic acid (5 cm3) was added drop-wise to the reaction mixture. The reaction was stirred for 50 min., then poured into water. The mixture was basified with sodium carbonate, extracted with ethyl acetate (×3), dried (MgSO4), filtered, and evaporated to give the subtitled compound (0.89 g, 92%) 1H NMR (DMSO-d6) δ 1.21 (s, 6 H), 6.76 (d, 1 H, J=8.22 Hz), 7.29 (dd, 1 H, J=2.12 Hz, 8.23 Hz), 7.49 (d, 1 H, J=2.03 Hz), 10.4 (s, 1H).

出典