Реакция #1041

Уравнение реакции

i-propanol

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

Jones reagent

→

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

Выход 85.0%

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

Выход 85.0%

Растворители

methylene chloride

acetone

Условия реакции

Обработка

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

Методика

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.

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