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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1795671Erstellt: 25. Oktober 2026

1,2-Dibromoethane → [1,1':2',1''-Terphenyl]-2-yldi-tert-butylphosphane

https://huagongshe.com/reaction/1795671

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DibromoethaneHCID 7839—
EduktDi-tert-butylchlorophosphineHCID 139566—
Edukt2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylHCID 2734217—
EduktMagnesiumHCID 5462224—
KatalysatorCuprous chlorideHCID 62652—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt[1,1':2',1''-Terphenyl]-2-yldi-tert-butylphosphaneHCID 995149726%

Reaktionsschritte

An oven-dried Schlenk tube was cooled to room temperature under an argon purge, and was charged with magnesium turnings (54 mg, 2.2 mmol), THF (2 mL), and 1,2-dibromoethane (9 μL). The mixture was stirred at room temperature for 15 min, then a solution of 2 (618 mg, 2.0 mmol) in 1 mL THF was added dropwise. The mixture was stirred at rt for 1 h, then the septum was removed from the flask, and copper (I) chloride (283 mg, 2.1 mmol) was added. The tube was capped with the septum and purged with argon for 1 min. The tube was charged with di-t-butylchlorophosphine (0.46 mL, 2.4 mmol) and additional THF (1 mL). The mixture was heated to 60° C. with stirring for 26 h. The mixture was cooled to room temperature and filtered, and the solids were washed with ether/hexanes (50 mL, 1/1 v/v). The organic solution was poured into a separatory funnel and washed with ammonium hydroxide solution (3×50 mL), and brine (50 mL). The organic phase was then dried over anhydrous sodium sulfate, filtered, and concentrated. The crude material was recrystallized from hot methanol to afford 191 mg (26%) of 3 as a white, crystalline solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07026498B2
Quelldatensatzuspto-grants-2006_04
ORD IDord-fad66d6ca72a43599727db3fc9a8b7f9
Quellennotizuspto-grants-2006_04