HRID2212120
反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- -78 °C
PROCEDURE
实验过程
Vinylmagnesium bromide (1.25 mL, 1.25 mmol, 1 M/THF) was added to a 0° C. mixture of CuI (158 mg, 0.83 mmol) in 2 mL THF. The dark mixture was stirred for 5 min. and then was cooled to −78° C. A solution of Enone 7 (169 mg, 0.28 mmol) in 1 mL THF was added by cannula, rinsing with 0.25 mL THF. The mixture was stirred for 1.5 h and then 20 mL saturated NH4Cl was added. The resulting mixture was stirred for 20 min. and then was extracted with ethyl acetate (3×20 mL). The combined ethyl acetate solution was dried (Na2SO4), filtered and evaporated. Purification by flash chromatography on silica gel (7.5% ethyl acetate/hexanes) gave the title ketone (138 mg, 0.22 mmol, 79%).
WORKUP
后处理
- washrinsing with 0.25 mL THF
- stirringThe mixture was stirred for 1.5 h
- addition20 mL saturated NH4Cl was added
- stirringThe resulting mixture was stirred for 20 min.
- extractionwas extracted with ethyl acetate (3×20 mL)
- dry with materialThe combined ethyl acetate solution was dried (Na2SO4)
- filtrationfiltered
- customevaporated
- customPurification by flash chromatography on silica gel (7.5% ethyl acetate/hexanes)