反应 #1960495

反应方程式

7,8-difluoro-2-pentylchroman-6-ol

1-hexyn-3-ol

triphenylphosphine

DIAD

→

6-(1-ethynylbutoxy)-7,8-difluoro-2-pentylchroman

溶剂

water

THF

反应条件

后处理

1. 1
   workup.ADDITIONare added over the course of 20 min with ice-
2. 2
   温度cooling
3. 3
   萃取the mixture is extracted a number of times with MTBE
4. 4
   洗涤The combined organic phases are washed with water and saturated sodium chloride soln
5. 5
   其他, and the solution is dried
6. 6
   其他after removal of the solvents
7. 7
   其他is purified by column chromatography (SiO2, n-heptane:MTBE=2:1)

实验过程

10.0 g (39.0 mmol) of 7,8-difluoro-2-pentylchroman-6-ol are initially introduced in 140 ml of THF together with 4.0 g (41.0 mmol) of 1-hexyn-3-ol and 11.3 g (42.9 mmol) of triphenylphosphine, and 9.1 ml (46.8 mmol) of DIAD are added over the course of 20 min with ice-cooling. After 18 h at RT, water is added, and the mixture is extracted a number of times with MTBE. The combined organic phases are washed with water and saturated sodium chloride soln., and the solution is dried using sodium sulfate. The residue remaining after removal of the solvents is purified by column chromatography (SiO2, n-heptane:MTBE=2:1), giving 6-(1-ethynylbutoxy)-7,8-difluoro-2-pentylchroman as a yellow oil.

来源