Reaktion #2128266

Reaktionsgleichung

triethylamine

pivaloyl chloride

2-bromo-2,2-difluoroethanol

diisopropyl ether

hydrochloric acid

→

2-bromo-2,2-difluoroethyl pivalate

Ausbeute 88.7%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA glass flask equipped with a thermometer, a condenser and a dropping funnel
2. 2
   workup.STIRRINGAfter the termination of the dropping, stirring
3. 3
   workup.DISSOLUTIONa reaction solution was completely dissolved
4. 4
   SonstigeThe reaction solution was separated into an organic layer
5. 5
   Extraktionby extracting the water layer with 500 ml of diisopropyl ether
6. 6
   WaschenSubsequently, the organic layer was rinsed with 500 ml of saturated brine
7. 7
   Trocknenby drying with anhydrous sodium sulfate
8. 8
   workup.DISTILLATIONThereafter, a solvent was distilled off

Vorschrift

A glass flask equipped with a thermometer, a condenser and a dropping funnel was charged with 271 g (2.24 moles) of pivaloyl chloride, 360 g (2.23 moles) of 2-bromo-2,2-difluoroethanol and 1.5 L of diisopropyl ether, followed by stirring. Then, 318 g (3.14 moles) of triethylamine was added dropwise thereto, in an iced bath. After the termination of the dropping, stirring was conducted for 1 hour at room temperature. Then, the termination of the reaction was confirmed by gas chromatography. With the addition of 300 mL of water, a reaction solution was completely dissolved therein, followed by adding 500 mL of 2N hydrochloric acid thereto. The reaction solution was separated into an organic layer and a water layer, followed by extracting the water layer with 500 ml of diisopropyl ether. Subsequently, the organic layer was rinsed with 500 ml of saturated brine, followed by drying with anhydrous sodium sulfate. Thereafter, a solvent was distilled off, thereby obtaining 485 g (82% yield, 93% purity) of 2-bromo-2,2-difluoroethyl pivalate in the form of a light yellow liquid.

Quelle