反应 #1041

反应方程式

i-propanol

4-bromo-3-chloro-3,4,4-trifluorobutanol

Jones reagent

→

4-bromo-3-chloro-3,4,4-trifluorobutanoic acid

收率 85.0%

4-bromo-3-chloro-3,4,4-trifiuorobutanoic acid

收率 85.0%

溶剂

methylene chloride

acetone

反应条件

后处理

1. 1
   workup.STIRRINGThe mixture was then stirred at room temperature for 30 min
2. 2
   其他The precipitated salts were removed by filtration
3. 3
   洗涤washed with acetone
4. 4
   其他The residue obtained after concentration of the flitrate
5. 5
   洗涤washed with 1N HCl (50 mL), brine
6. 6
   干燥dried over anhydrous magnesinm sulfate
7. 7
   其他Evaporation of the solvent

实验过程

A solution of 4-bromo-3-chloro-3,4,4-trifluorobutanol (IX) (2.41 g, 10 mmol) in acetone (35 mL) was treated with Jones reagent (7.5 mL) in 10 min with stirring and cooling (ice-water bath). The mixture was then stirred at room temperature for 30 min and 0.5 mL of i-propanol was then added. The precipitated salts were removed by filtration, washed with acetone. The residue obtained after concentration of the flitrate was dissolved in methylene chloride (100 mL), washed with 1N HCl (50 mL), brine, and dried over anhydrous magnesinm sulfate. Evaporation of the solvent gave 2.17 g (85%) of 4-bromo-3-chloro-3,4,4-trifluorobutanoic acid (VIII) as a clear oil.

来源