반응 #217112

반응 방정식

water

Butyllithium

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

trimethyltin chloride

→

desired product

수율 152.2%

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

수율 152.2%

용매

THF

THF

반응 조건

후처리

1. 1
   추출extracted with methylene chloride
2. 2
   건조The extract was dried (Na2SO4)
3. 3
   농축concentrated
4. 4
   기타to give the crude product
5. 5
   기타Purification by chromatography

실험 절차

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.

출처