反応 #302859

反応方程式

Tin(II) chloride

compound 23

6-methoxy-4′-nitroflavone

sodium hydroxide

→

compound 24

6-methoxy-4′-aminoflavone

溶媒

ethanol

反応条件

後処理

1. 1
   温度The obtained mixture was heated
2. 2
   温度to reflux for 1 hour
3. 3
   その他After completion of the reaction
4. 4
   抽出the obtained mixture was then extracted with 50 ml of ethyl acetate (150 ml)
5. 5
   乾燥The extract was dried over anhydrous sodium sulfate
6. 6
   workup.DISTILLATIONthe solvent was then distilled away under reduced pressure

実験手順

Tin(II) chloride (3.32 g, 17.5 mmol) was slowly added to an ethanol solution (30 ml) that contained compound 23 (520 mg, 1.75 mmol), while stirring. The obtained mixture was heated to reflux for 1 hour. After completion of the reaction, a 1 N sodium hydroxide aqueous solution (150 ml) was added to the reaction solution, and the obtained mixture was then extracted with 50 ml of ethyl acetate (150 ml). The extract was dried over anhydrous sodium sulfate, and the solvent was then distilled away under reduced pressure, so as to obtain a product of interest, 6-methoxy-4′-aminoflavone (compound 24) in the form of a yellow crystal. Yield: 360 mg (yield constant: 74.8%) 1H NMR (300 MHz, DMSO-d6) δ7.91 (d, J=8.7 Hz, 2H), 7.69-7.70 (m, 1H), 7.38-7.42 (m, 2H), 6.93 (d, J=9.0 Hz, 2H), 6.82 (s, 1H), 3.86 (s, 2H).

出典