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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 478098Erstellt: 24. Oktober 2026

Sulfuric Acid → 12-Cyclohexyldodecyl bromide

https://huagongshe.com/de/reaction/478098

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSulfuric AcidHCID 1118—
EduktEthyl AcetateHCID 8857—
Edukt1,12-DibromododecaneHCID 18766—
EduktHCID 178419651HCID 178419651—
KatalysatorCopper;dilithium;tetrachlorideHCID 193501—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt12-Cyclohexyldodecyl bromideHCID 1487772140,2%

Reaktionsschritte

To 98 g (0.30 mole) of 1,12-dibromododecane in 300 ml of anhydrous tetrahydrofuran (THF), cyclohexyl magnesium bromide (0.30 mole) in 300 ml of THF was added dropwise at 10°-15° C. over a period of 1.5 hours in the presence of 0.5 mole percent of dilithium tetrachlorocuprate (Li2CuCl4), and the mixture was stirred at room temperature overnight. To the reaction mixture 16 ml of 2N sulfuric acid was added until pH became about 2, and about 500 ml of ethyl acetate was added. The insoluble material was filtrated off, and the filtrate was washed with water, saturated aqueous solution of sodium hydrogencarbonate, and water, successively, and dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure, and the resulting oil was subjected to distillation under reduced pressure. The distillate having a boiling point of 166°-167° C. (0.3 mm Hg) was collected, to give 40 g (40%) of the above-captioned compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04889953
Quelldatensatzuspto-grants-1989_12
ORD IDord-3ac1593b5a344b1294358cb833b30665
Quellennotizuspto-grants-1989_12