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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 908526Erstellt: 25. Oktober 2026

Carbon tetrabromide → 1,3-Dioxane, 5-(2-bromoethyl)-2,2-dimethyl-

https://huagongshe.com/reaction/908526

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCarbon tetrabromideHCID 11205—
EduktTriphenylphosphineHCID 11776—
EduktSodium BicarbonateHCID 516892—
Edukt2-(2,2-Dimethyl-1,3-dioxan-5-yl)ethanolHCID 11816011—
LösungsmittelDimethylformamideHCID 6228—
Produkt1,3-Dioxane, 5-(2-bromoethyl)-2,2-dimethyl-HCID 178988—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a solution of compound 32 (84 g, 0.528 mol) in dry DMF (500 mL) was added triphenylphosphine (207 g, 0.79 mol) with vigorous stirring until it becomes a clear solution. The mixture was cooled to 0° C. and added CBr4 (260 g, 0.79 mol) portion wise over a period of 30 min and allowed to stir at RT for 5 h. The reaction mixture was cooled to 0° C., added saturated NaHCO3 solution (200 mL) and extracted with hexane (4×200 mL). The combined organic layer was dried, concentrated under vacuum and the crude title compound (117 g) was used for next reaction without any purification. TLC: Pet. ether/EtOAc, 7:3, Rf=0.6

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08017620B2
Quelldatensatzuspto-grants-2011_09
ORD IDord-8a9400e2ee204391b432642c46834d37
Quellennotizuspto-grants-2011_09