反応 #162309

反応方程式

(R)-5-(t-butyldimethylsilyloxy)-2-chloro-N-(1-(2,4-dichlorophenyl)ethyl)aniline

tetrabutylammonium fluoride

→

(R)-4-chloro-3-(1-(2,4-dichlorophenyl)ethylamino)phenol

収率 112.4%

溶媒

water

tetrahydrofuran

反応条件

後処理

1. 1
   温度warmed to room temperature
2. 2
   workup.STIRRINGstirred for an additional 4 h
3. 3
   抽出extracted with ethyl acetate (2×50 mL)
4. 4
   洗浄The combined organic layers were washed with deionized water, brine
5. 5
   乾燥dried (Na2SO4)
6. 6
   ろ過filtered
7. 7
   濃縮concentrated in vacuo

実験手順

To a stirred solution of (R)-5-(t-butyldimethylsilyloxy)-2-chloro-N-(1-(2,4-dichlorophenyl)ethyl)aniline (18.5 g, 43.0 mmol) in anhydrous tetrahydrofuran (THF) (100 mL) at 0° C. was added a solution of tetrabutylammonium fluoride (TBAF) (1 M solution in THF, 43.0 mL, 43.0 mmol). The reaction mixture was stirred at 0° C. for 30 min, and then warmed to room temperature and stirred for an additional 4 h. The reaction mixture was diluted with deionized water and extracted with ethyl acetate (2×50 mL). The combined organic layers were washed with deionized water, brine, dried (Na2SO4), filtered, and concentrated in vacuo to give (R)-4-chloro-3-(1-(2,4-dichlorophenyl)ethylamino)phenol as a brown solid (15.3 g). The solid compound was carried to the next step without further purification.

出典