반응 #1269821

반응 방정식

triethylamine

pivaloyl chloride

2-bromo-2,2-difluoroethanol

diisopropyl ether

hydrochloric acid

→

2-bromo-2,2-difluoroethyl pivalate

수율 82.0%

용매

water

반응 조건

후처리

1. 1
   온도while cooling the flask in an ice bath
2. 2
   workup.STIRRINGAfter the dropping, the solution was kept stirred for 1 hour at room temperature
3. 3
   기타The thus-obtained solution was separated into an organic phase
4. 4
   추출The aqueous phase was extracted with 500 ml of diisopropyl ether
5. 5
   세척The resulting organic phase was washed with 500 ml of saturated sodium chloride solution
6. 6
   건조dried with anhydrous sodium sulfate
7. 7
   기타subjected to solvent evaporation

실험 절차

In a glass flask with a thermometer, a condenser and a dropping funnel, 271 g (2.24 mol) of pivaloyl chloride, 360 g (2.23 mol) of 2-bromo-2,2-difluoroethanol and 1.5 L of diisopropyl ether were placed. The resulting solution was stirred, followed by dropping 318 g (3.14 mol) of triethylamine to the stirred solution while cooling the flask in an ice bath. After the dropping, the solution was kept stirred for 1 hour at room temperature. The completion of the reaction was then confirmed by gas chromatography of the solution. The reaction solution was admixed with and totally dissolved in 300 ml of water. After that, 500 ml of 2N hydrochloric acid was added to the solution. The thus-obtained solution was separated into an organic phase and an aqueous phase. The aqueous phase was extracted with 500 ml of diisopropyl ether. The extract was combined with the organic phase. The resulting organic phase was washed with 500 ml of saturated sodium chloride solution, dried with anhydrous sodium sulfate, and then, subjected to solvent evaporation. With this, 85 g of 2-bromo-2,2-difluoroethyl pivalate was obtained as a light yellow liquid (yield: 82%, purity: 93%).

출처