反应 #456709

反应方程式

sulfuric acid

4'-hydroxy-4-biphenylcarboxylic acid

methanol

methanol

water

→

tan solid

收率 86.0%

Methyl-4'-hydroxy-4-biphenylcarboxylate

收率 86.0%

溶剂

THF

反应条件

后处理

1. 1
   温度The reaction mixture was refluxed for three days
2. 2
   其他the solvent was evaporated
3. 3
   过滤The resulting solid was filtered
4. 4
   洗涤washed with water
5. 5
   其他recrystallized
6. 6
   workup.ADDITIONwas added to the solution
7. 7
   workup.ADDITIONwas added
8. 8
   温度After cooling
9. 9
   过滤the tan precipitate was filtered
10. 10
    洗涤washed with cold ethanol, and air
11. 11
    其他dried

实验过程

Concentrated sulfuric acid (approximately 4 ml) was carefully added to a solution of 4'-hydroxy-4-biphenylcarboxylic acid (Aldrich) (8.20 g, 38.3 mmol) in 1 liter of methanol. The reaction mixture was refluxed for three days and the solvent was evaporated. The resulting solid was filtered, washed with water, and recrystallized as follows. The crude solid was dissolved in a minimum amount of hot THF, and approximately three equivalents of methanol was added to the solution. The solution was brought to a boil, and water was added with vigorous stirring until the solution remained cloudy. After cooling, the tan precipitate was filtered, washed with cold ethanol, and air dried to yield 7.57 g (86%) of a tan solid.

来源