反応 #1960488

反応方程式

hydrochloric acid

7,8-difluoro-6-[1-(4-propylcyclohexyl)prop-2-ynyloxy]-chroman

potassium fluoride

water

→

5,6-difluoro-8-(4-propylcyclohexyl)-1,2,3,8-tetrahydropyrano[3,2-f]chromene

溶媒

N,N-diethylaniline

反応条件

後処理

1. 1
   温度After cooling
2. 2
   抽出The batch is extracted with MTBE
3. 3
   洗浄the organic phase is washed with saturated sodium chloride solution
4. 4
   その他The solution is dried
5. 5
   その他evaporated to dryness
6. 6
   その他The crude product is purified by column chromatography (SiO2, 1-chlorobutane)

実験手順

6.0 g (17.2 mmol) of 7,8-difluoro-6-[1-(4-propylcyclohexyl)prop-2-ynyloxy]-chroman are heated at 200° C. for 6 h together with 2.0 g (34.4 mmol) of potassium fluoride in 55 ml of N,N-diethylaniline. After cooling, water is added, and the mixture is acidified using 25% hydrochloric acid. The batch is extracted with MTBE, and the organic phase is washed with saturated sodium chloride solution. The solution is dried using sodium sulfate and evaporated to dryness. The crude product is purified by column chromatography (SiO2, 1-chlorobutane), giving 5,6-difluoro-8-(4-propylcyclohexyl)-1,2,3,8-tetrahydropyrano[3,2-f]chromene as a pale-brown oil.

出典