反応 #73486

反応方程式

3-cyano-3-(4-fluorophenyl)cyclobutan-1-ol

3-Cyano-3-(4-fluorophenyl)cyclobutan-1-ol

2,6-lutidine

tert-Butyldimethylsilyl trifluoromethanesulphonate

→

yellow oil

収率 104.0%

3-Cyano-3-(4-fluorophenyl)cyclobutan-1-yl t-butyldimethylsilyl ether

収率 104.0%

溶媒

dichloromethane

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   その他the stirred reaction mixture
3. 3
   洗浄The reaction mixture was washed successively with water, hydrochloric acid (0.1M), saturated sodium bicarbonate solution and brine
4. 4
   乾燥before being dried over sodium sulphate
5. 5
   ろ過Filtration and evaporation

実験手順

3-cyano-3-(4-fluorophenyl)cyclobutan-1-ol (112, 19.8 g, 103.6 mmol) was dissolved in dichloromethane (200 mL) under argon, then 2,6-lutidine (27.78 g, 30.1 mL, 259 mmol) was added and the solution cooled to 0° C. tert-Butyldimethylsilyl trifluoromethanesulphonate (32.9 g, 28.6 mL, 124.3 mmol) was added dropwise and the stirred reaction mixture was then allowed to warm up to room temperature overnight. The reaction mixture was washed successively with water, hydrochloric acid (0.1M), saturated sodium bicarbonate solution and brine before being dried over sodium sulphate. Filtration and evaporation gave 32.9 g of a yellow oil which was used in the next step without further purification. Rt=1.30 min (Method 18). Detected mass: 306.3 (M+H+).

出典