반응 #1702023

반응 방정식

Compound ( 1-B )

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

sodium bis(2-methoxyethoxy)aluminum dihydride toluene

hydrochloric acid

→

compound ( 1-1 )

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

용매

toluene

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   추출extraction
3. 3
   세척An organic layer was washed with a saturated aqueous solution of sodium chloride
4. 4
   건조a saturated aqueous solution of sodium hydrogencarbonate and water, and then the resultant solution was dried over anhydrous magnesium sulfate
5. 5
   농축concentrated under reduced pressure
6. 6
   기타thus a colorless oily matter was obtained
7. 7
   기타The resultant material was subjected to silica gel column chromatography (heptane) and recrystallization at a low temperature

실험 절차

Compound (1-B) (5.0 g) obtained in the above operation was dissolved in toluene (50 ml), and a 65% sodium bis(2-methoxyethoxy)aluminum dihydride toluene solution (8.0 ml) was added dropwise. After completion of the reaction, 1N 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 at a low temperature by using Solmix A-11 (registered trademark) (Japan Alcohol Trading Co., Ltd.), and thus compound (1-1) was obtained as a colorless oily matter (1.2 g).

출처