反応 #456855

反応方程式

1,1,3-trichloro-1-propene

1,3-propanediol

sodium hydride

hydrogen

→

3-(3,3-dichloro-2-propenyloxy)propanol

収率 60.0%

溶媒

water

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwise under ice cooling
2. 2
   温度The reaction mixture was slowly warmed
3. 3
   抽出extracted twice with diethyl ether
4. 4
   洗浄washed with water
5. 5
   乾燥dried over magnesium sulfate
6. 6
   濃縮concentrated
7. 7
   その他to give a crude product

実験手順

In a reaction vessel containing 7.61 g of 1,3-propanediol was put 2.20 g of 60% sodium hydride (in oil), and the mixture was stirred until the evolution of hydrogen gas ceased, to which 7.28 g of 1,1,3-trichloro-1-propene was added dropwise under ice cooling. The reaction mixture was slowly warmed and stirred at 60° C. for 3 hours, which was then poured into water and extracted twice with diethyl ether. The diethyl ether layers were combined, washed with water, dried over magnesium sulfate and then concentrated to give a crude product. The crude product was subjected to silica gel chromatography, which afforded 5.48 g of 3-(3,3-dichloro-2-propenyloxy)propanol (yield, 60%).

出典