反应详情

温度

-10 °C

0.30 g (12.30 mmol) of magnesium and 2.16 g (11.18 mmol) of octyl bromide in 10 ml of tetrahydrofuran are used to prepare, at 50° C. for 2 hours, the solution of the Grignard compound, which is added dropwise to a solution, cooled to -10° C. of 2.13 g (5.59 mmol) of 5-bromo-3-fluoro-2-(4-octyloxyphenyl)pyridine and 0.03 g (0.06 mmol) of [1,3-bis(diphenylphosphino)propane]nickel(II) chloride in 60 ml of tetrahydrofuran, and the mixture is stirred at -10° C. for 3 hours. The mixture is subsequently partitioned between ether and aqueous ammonium chloride solution, and the organic phase is washed twice with aqueous sodium chloride solution, dried over sodium sulfate and evaporated to dryness. Chromatographic purification (silica gel/dichloromethane:hexane 7:3) gives 1.89 g of 3-fluoro-5-octyl-2-(4-octyloxyphenyl)pyridine. ##STR16## The compound has the phase sequence: X 25.5 (5) N 35 I.

1. customto prepare, at 50° C. for 2 hours
2. additionthe solution of the Grignard compound, which is added dropwise to a solution
3. customThe mixture is subsequently partitioned between ether and aqueous ammonium chloride solution
4. washthe organic phase is washed twice with aqueous sodium chloride solution
5. dry with materialdried over sodium sulfate
6. customevaporated to dryness
7. customChromatographic purification (silica gel/dichloromethane:hexane 7:3)