反应 #2314275

反应方程式

octylmagnesium bromide

THF

THF

→

bis-octyl ketone

收率 88.0%

反应条件

后处理

1. 1
   其他the solution was quenched with saturated NH4Cl
2. 2
   萃取was extracted with EtOAc
3. 3
   洗涤The combined organic layers were washed with brine
4. 4
   干燥dried over MgSO4
5. 5
   其他The solvent was removed under reduced pressure
6. 6
   其他the residue was chromatographed on silica gel
7. 7
   洗涤Elution with 7.5% ethyl acetate in hexanes

实验过程

To a solution of 4.0 g (14.5 mmol) of the LIVb in 100 mL of THF was added 20 mL (40 mmol) of 2M octylmagnesium bromide in THF dropwise. After stiring 3.5 h, the solution was quenched with saturated NH4Cl, acidified with 1N HCl, and was extracted with EtOAc. The combined organic layers were washed with brine and dried over MgSO4. The solvent was removed under reduced pressure and the residue was chromatographed on silica gel. Elution with 7.5% ethyl acetate in hexanes gave 4.86 g (88%) of the bis-octyl ketone LIVc as an oil. 1H NMR (300 MHz, CDCl3) δ 4.55 (s, 2H, CH), 2.64 (dt, 4H, CH2), 1.62 (m, 4H, CH2), 1.42 (s, 6H, CH3), 1.27 (broad s, 20H, CH2), 0.88 (t, 6H, CH3); MS (CI,NH3) m/e 383 (M+1).

来源