反应 #1702022

反应方程式

hydrochloric acid

Difluorodibromomethane

tris(diethylamino)phosphine

(E)-4′-(prop-1-en-1-yl)-[1,1′-bi(cyclohexane)]-4-carbaldehyde

→

compound ( 1-B )

(E)-4-(2,2-difluorovinyl)-4′-(prop-1-en-1-yl)-1,1′-bi(cyclohexane)

溶剂

THF

反应条件

后处理

1. 1
   workup.ADDITIONwas added
2. 2
   萃取extraction
3. 3
   洗涤An organic layer was washed with a saturated aqueous solution of sodium chloride
4. 4
   干燥a saturated aqueous solution of sodium hydrogencarbonate and water, and then the resultant solution was dried over anhydrous magnesium sulfate
5. 5
   浓缩concentrated under reduced pressure
6. 6
   其他thus a colorless oily matter was obtained
7. 7
   其他The resultant material was subjected to silica gel column chromatography (heptane) and recrystallization

实验过程

Difluorodibromomethane (29.9 g) was dissolved in THF (100 ml), and then a tris(diethylamino)phosphine (63.4 g) THF (20 ml) solution and an (E)-4′-(prop-1-en-1-yl)-[1,1′-bi(cyclohexane)]-4-carbaldehyde (20.0 g) THF (20 ml) solution were sequentially added dropwise in an ice bath under a nitrogen atmosphere. After completion of the reaction, 1 N hydrochloric acid was added, and extraction was carried out with toluene. An organic layer was washed with a saturated aqueous solution of sodium chloride, a saturated aqueous solution of sodium hydrogencarbonate and water, and then the resultant solution was dried over anhydrous magnesium sulfate and concentrated under reduced pressure, and thus a colorless oily matter was obtained. The resultant material was subjected to silica gel column chromatography (heptane) and recrystallization using Solmix A-11 (registered trademark) (Japan Alcohol Trading Co., Ltd.), and thus compound (1-B) was obtained as a white needle crystal (7.7 g).

来源