Reacción #828713

Ecuación de reacción

Cyclohexene

monochloroborane methyl sulfide

→

dicyclohexylchloroborane

Rendimiento 80.0%

Disolventes

diethyl ether

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroA 250-mL round bottom flask fitted with a rubber septum, a magnetic stirring bar, and a connecting tube
2. 2
   Temperaturawas cooled in an ice bath
3. 3
   OtroThe solvent was removed under reduced pressure (25° C., 12 Torr)
4. 4
   workup.DISTILLATIONDistillation

Procedimiento

A 250-mL round bottom flask fitted with a rubber septum, a magnetic stirring bar, and a connecting tube attached to a mercury bubbler was cooled in an ice bath and charged with diethyl ether (90 mL) under inert atmosphere. Cyclohexene (21.2 mL, 210 mmol) was added, followed by the slow addition of monochloroborane-methyl sulfide (11.6 mL, 100 mmol). The mixture was stirred at 0° C. for 2 h. The solvent was removed under reduced pressure (25° C., 12 Torr). Distillation provided pure dicyclohexylchloroborane (δ 76 ppm in hexane), 16.85 g, 80% yield, bp 104°-105° C. (0.5 mm). Synthesis of this product by this process can readily be carried out on a molar scale.

Fuente