反応 #450241

反応方程式

diisopropylazodicarboxylate

4-(3,3-dichloro-2-propenyloxy)-2,6-dichlorophenol

m-phenoxybenzyl alcohol

triphenylphosphine

→

3,5-dichloro-4-(3-phenoxybenzyl)-1-(3,3-dichloro-2-propenyloxy)-benzene

収率 59.6%

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   workup.STIRRINGAfter stirring at room temperature for 12 hours
2. 2
   濃縮the reaction mixture was concentrated
3. 3
   workup.ADDITIONmixed with 20 ml of diethyl ether
4. 4
   ろ過The precipitate was filtered
5. 5
   濃縮the filtrate was concentrated

実験手順

To a solution of 0.33 g of 4-(3,3-dichloro-2-propenyloxy)-2,6-dichlorophenol, 0.23 g of m-phenoxybenzyl alcohol and 0.34 g of triphenylphosphine dissolved in 10 ml of tetrahydrofuran was added dropwise a solution of 0.26 g of diisopropylazodicarboxylate dissolved in 5 ml of tetrahydrofuran, while stirring at room temperature. After stirring at room temperature for 12 hours, the reaction mixture was concentrated, and then mixed with 20 ml of diethyl ether. The precipitate was filtered, and the filtrate was concentrated. The residue was subjected to silica gel chromatography, which afforded 0.31 g of 3,5-dichloro-4-(3-phenoxybenzyl)-1-(3,3-dichloro-2-propenyloxy)-benzene (57% yield), nD25.5 1.6066.

出典