反应 #59583

反应方程式

(3-Fluorophenyl)acetic acid

3-methoxyphenol

→

2-(3-Fluorophenyl)-1-(2-hydroxy-4-methoxyphenyl)ethanone

反应条件

后处理

1. 1
   萃取After extraction with ethyl acetate the combined organic layers
2. 2
   洗涤were washed with water
3. 3
   其他dried
4. 4
   其他evaporated
5. 5
   其他The crude product was purified by column chromatography

实验过程

(3-Fluorophenyl)acetic acid (3.7 g) and 3-methoxyphenol (3.0 g) were dissolved into BF3Et2O (60 ml, 20 eq) under argon. The mixture was stirred at 60-70° C. until disappearance of the starting materials (9 h) and poured into large volume of ice water. After extraction with ethyl acetate the combined organic layers were washed with water, dried and evaporated. The crude product was purified by column chromatography using CH2Cl2 as an eluant. 1H NMR (400 MHz, d6-DMSO) δ: 12.41 (br s, 1H), 8.02 (d, 1H, J 9.0 Hz), 7.34-7.38 (m, 1H), 7.09-7.13 (m, 3H), 6.56 (dd, 1H, J 9.0, 2.5 Hz), 6.49 (d, 1H, J 2.5 Hz), 4.41 (s, 2H), 3.83 (s, 3H).

来源