반응 #1960488

반응 방정식

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

용매

N,N-diethylaniline

반응 조건

후처리

1. 1
   온도After cooling
2. 2
   추출The batch is extracted with MTBE
3. 3
   세척the organic phase is washed with saturated sodium chloride solution
4. 4
   기타The solution is dried
5. 5
   기타evaporated to dryness
6. 6
   기타The crude product is purified by column chromatography (SiO2, 1-chlorobutane)

실험 절차

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.

출처