تفاعل #217112

معادلة التفاعل

water

Butyllithium

8-bromo-2-di-n-propylamino-1,2,3,4-tetrahydronaphthalene

trimethyltin chloride

→

desired product

المردود 152.2%

2-Di-n-propylamino-8-trimethylstannyl-1,2,3,4-tetrahydronaphthalene

المردود 152.2%

المذيبات

THF

THF

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with methylene chloride
2. 2
   تجفيفThe extract was dried (Na2SO4)
3. 3
   تركيزconcentrated
4. 4
   أخرىto give the crude product
5. 5
   أخرىPurification by chromatography

الإجراء التجريبي

Butyllithium (1.2M in hexane; 2.8 ml; 3.4 mmol) was added to a solution of 8-bromo-2-di-n-propylamino-1,2,3,4-tetrahydronaphthalene (1 g; 3.22 mmol) in THF (50 ml) at -78° C. After 1.5 hr., a solution of trimethyltin chloride (1.3 g, 2.0 mmol) in THF (20 ml) was added. The reaction mixture was allowed to warm to room temperature, stirred overnight at room temperature, poured into water, and extracted with methylene chloride. The extract was dried (Na2SO4) and concentrated to give the crude product. Purification by chromatography using 1:10 methanol:methylene chloride gave 1.2 g of the desired product which was used directly in the next step.

المصدر