Reaktion #450241

Reaktionsgleichung

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

Ausbeute 59.6%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle