反応 #1041

反応方程式

i-propanol

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

Jones reagent

→

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

収率 85.0%

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

収率 85.0%

溶媒

methylene chloride

acetone

反応条件

後処理

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

実験手順

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.

出典