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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 377135Erstellt: 25. Oktober 2026

Allyl chloride → 3-Butenylbenzene

https://huagongshe.com/reaction/377135

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAllyl chlorideHCID 7850—
EduktChlorobenzeneHCID 7964—
EduktSodiumHCID 5360545—
EduktHCID 178507079HCID 178507079—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
Produkt3-ButenylbenzeneHCID 1303372,2%

Reaktionsschritte

In 220 g of toluene, 20.3 g (0.883 mol) of sodium dispersion was reacted with 46.5 g (0.413 mol) of chlorobenzene, to prepare phenyl sodium. The resultant toluene slurry was stirred for 2.5 hours under heat reflux. The thus-obtained black slurry was cooled, and then a toluene (40 g) solution containing 31.6 g (0.413 mol) of allyl chloride was added to the cooled slurry, keeping the reaction temperature in the range of from -10° C. to 0° C., and then the reaction mixture was allowed to stand, for aging, for 30 minutes at room temperature. After the reaction was completed, the reaction mixture was subjected to hydrolysis with 350 ml of water in the range of 5 to 20° C., and then the resultant organic layer was washed with 300 ml of water twice, according to a usual manner. Toluene was removed therefrom by atomospheric distillation, and the residual orange oil was subjected to distillation under reduced pressure in the same manner as in Example 7. As a result, 39.4 g (0.298 mol, yield 72.2%) of 4-phenyl-1-butene was given (purity 98.3%), and 6.3 g of a residue remained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06024897
Quelldatensatzuspto-grants-2000_02
ORD IDord-d9ab18159501461daa378d8761e23012
Quellennotizuspto-grants-2000_02