تفاعل #828713

ord-46c142f5b92c4b87ac3ca017268b5a0f

معادلة التفاعل

C1=CCCCC1
Cyclohexene
BCl.CSC
monochloroborane methyl sulfide
ClB(C1CCCCC1)C1CCCCC1
dicyclohexylchloroborane
المردود 80.0%

الكواشف

المذيبات

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05552081uspto-grants-1996_09