反応 #699846

反応方程式

3-phenyl phenol

nitric acid

→

2-nitro 5phenyl phenol

溶媒

acetic acid

反応条件

後処理

1. 1
   その他was consumed
2. 2
   その他The solution was partitioned between water and methylene chloride
3. 3
   その他The organic phase was separated
4. 4
   抽出the aqueous phase was extracted once more with methylene chloride
5. 5
   乾燥The combined organic phases were dried over solution sulfate
6. 6
   ろ過filtered
7. 7
   濃縮concentrated in vacuo
8. 8
   その他The residue was purified by silica gel chromatography (ethyl acetate/hexanes)
9. 9
   その他to afford

実験手順

A solution of 3-phenyl phenol (2 g, 11 mmol) in acetic acid was treated with concentrated nitric acid drop-wise until all starting material was consumed. The solution was partitioned between water and methylene chloride. The organic phase was separated and the aqueous phase was extracted once more with methylene chloride. The combined organic phases were dried over solution sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography (ethyl acetate/hexanes) to afford desired (1.2 g, 50%). 1H NMR (CDCl3): δ10.65 (s, 1H), 8.18 (d, 1H, J=10.0 Hz), 7.65 (d. 2H, J+6.0 Hz), 7.49 (m 3H), 7.34 (s, 1H), 7.10 (d, 1H, J=10.0Hz).

出典