反応 #1876813

反応方程式

Compound ( c )

2-bromo-5-ethoxybenzotrifluoride

butyllithium hexane

hydrochloric acid

Triisopropyl borate

→

Compound ( d )

収率 89.1%

4-ethoxy-2-trifluoromethylphenylboric Acid

収率 89.1%

溶媒

tetrahydrofuran

THF

反応条件

後処理

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
   温度The temperature was increased to room temperature
4. 4
   温度cooling temperature
5. 5
   抽出the aqueous layer was extracted three times with ether
6. 6
   洗浄washed with water
7. 7
   乾燥dried over anhydrous magnesium sulfate
8. 8
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure

実験手順

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).

出典