Reaktion #1876813

Reaktionsgleichung

Compound ( c )

2-bromo-5-ethoxybenzotrifluoride

butyllithium hexane

hydrochloric acid

Triisopropyl borate

→

Compound ( d )

Ausbeute 89.1%

4-ethoxy-2-trifluoromethylphenylboric Acid

Ausbeute 89.1%

Lösungsmittel

tetrahydrofuran

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas then slowly added dropwise at −78° C.
2. 2
   workup.STIRRINGthe mixture was stirred at the same temperature for 1 hour
3. 3
   TemperaturThe temperature was increased to room temperature
4. 4
   Temperaturcooling temperature
5. 5
   Extraktionthe aqueous layer was extracted three times with ether
6. 6
   Waschenwashed with water
7. 7
   Trocknendried over anhydrous magnesium sulfate
8. 8
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure

Vorschrift

Compound (c) (10.0 g) dissolved in tetrahydrofuran (THF) (40 mL) was cooled to −78° C., a 1.6 M butyllithium/hexane solution (30 mL) was slowly added dropwise and the mixture was stirred at the same temperature for 2 hours. Triisopropyl borate (14.0 g) dissolved in THF (20 mL) was then slowly added dropwise at −78° C., and the mixture was stirred at the same temperature for 1 hour. The temperature was increased to room temperature and the final solution was stirred. After adding 3 M hydrochloric acid (200 mL) dropwise at ice-cooling temperature, the aqueous layer was extracted three times with ether. The organic layers were combined, washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 8.28 g of Compound (d).

Quelle