Reaktion #95402

Reaktionsgleichung

2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylic acid chloride

γ-picoline

2-benzyl-(α-vinyl)-benzyl alcohol

→

2,2-Dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylic acid 2benzyl-(α-vinyl)-benzyl ester

Lösungsmittel

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationthe reaction mixture is filtered
2. 2
   Waschenthe filtrate is successively washed with 2 N sodium bicarbonate solution, 2 N hydrochloric acid and water
3. 3
   TrocknenAfter drying over sodium sulfate
4. 4
   Einengenthe filtrate is concentrated under reduced pressure
5. 5
   Sonstigethe resulting oil is purified by column chromatography over silica gel

Vorschrift

91 g (0.04 mole) of 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylic acid chloride are added dropwise, whilst stirring, to 4.6 g (0.05 mole) of γ-picoline, 100 ml of absolute ether and 8.5 g (0.38 mole) of 2-benzyl-(α-vinyl)-benzyl alcohol at 0°-5° C. After having been stirred for 12 hours at 25° C., the reaction mixture is filtered and the filtrate is successively washed with 2 N sodium bicarbonate solution, 2 N hydrochloric acid and water. After drying over sodium sulfate, the filtrate is concentrated under reduced pressure and the resulting oil is purified by column chromatography over silica gel, using toluene as the eluant.

Quelle