تفاعل #967089

معادلة التفاعل

cis-2,6-dimethylpiperidine

n-butyllithium

dichlorosilane

→

desired product

المردود 27.0%

2,6-Dimethylpiperidinochlorosilane

المردود 27.0%

المذيبات

THF

—

hexanes

—

xylenes

—

hexanes

ظروف التفاعل

المعالجة

1. 1
   أخرىa light gray precipitate formed
2. 2
   workup.STIRRINGThe reaction mixture was stirred for 16 hours after which it
3. 3
   أخرىwas decanted from the evolved solid
4. 4
   workup.DISTILLATIONsubjected to distillation at ambient pressure
5. 5
   أخرىto remove volatiles

الإجراء التجريبي

To a solution of 7.55 g (66.68 mmol) cis-2,6-dimethylpiperidine in 50 mL of THF at −78° C. was drop-wise added 28.00 mL (70.02 mmol) of a 2.5M solution of n-butyllithium in hexanes. A precipitate evolved and the reaction mixture was warmed to room temperature while stirring. After one hour this mixture was added drop-wise to a solution of 6.74 g (66.68 mmol) dichlorosilane in 30 mL xylenes and 70 mL hexanes at −40° C. and a light gray precipitate formed. The reaction mixture was stirred for 16 hours after which it was decanted from the evolved solid and subjected to distillation at ambient pressure to remove volatiles. 3.16 g of desired product was isolated with a yield of 27%. The product was confirmed by GC/MS analysis as 2,6-Dimethylpiperidinochlorosilane.

المصدر