反応 #172515

反応方程式

5-[2-[2-benzyloxy-4-[butyl[4-(tert-butyldiphenylsiloxy) butyl]amino]phenyl]vinyl]thiophene-2-carboaldehyde

tetrabutylammonium fluoride

water

ethyl acetate

→

red crystal

収率 70.1%

5-[2-[2-benzyloxy-4-[butyl(4-hydroxybutyl)amino]phenyl]vinyl]thiophene-2-carboaldehyde

収率 70.1%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   workup.STIRRINGThe mixture was stirred for 1.5 hours
2. 2
   洗浄washing with a saturated saline solution
3. 3
   乾燥drying over anhydrous sodium sulfate, and concentration
4. 4
   その他The residual liquid was purified by silica gel column chromatography

実験手順

In 10 ml of tetrahydrofuran was dissolved 1.2 g (1.71 mmol) of 5-[2-[2-benzyloxy-4-[butyl[4-(tert-butyldiphenylsiloxy) butyl]amino]phenyl]vinyl]thiophene-2-carboaldehyde. To this mixture, 7.6 ml of tetrabutylammonium fluoride (1 mol/L solution in tetrahydrofuran) (7.6 mmol) was added dropwise with stirring at room temperature. The mixture was stirred for 1.5 hours. After the reaction mixture was poured into water, extraction with ethyl acetate, washing with a saturated saline solution, drying over anhydrous sodium sulfate, and concentration were performed. The residual liquid was purified by silica gel column chromatography to give 554 mg of a red crystal (yield: 70.1%).

出典