反应详情

A solution of 5-(1-bromoethyl)-2-(trichloromethyl)pyridine (A) (0.95 g, 3.14 mmol) in ethanol (15 mL) was treated with sodium thiomethoxide (0.44 g, 6.29 mmol) portionwise at 0° C. The mixture was stirred at room temperature overnight. The solvent ethanol was then removed under a reduced pressure and the residue was re-taken into CH2Cl2 and brine. The two phases were separated and the organic layer was dried over anhydrous Na2SO4, filtered, concentrated. The residue was purified on silica gel using 5 percent EtOAc in hexane to give 0.57 g of the partially pure 5-[1-(methylthio)ethyl]-2-(trichloromethyl)pyridine (B) in 67 percent crude yield. GC-MS: mass calcd for C9H10Cl3NS [M]+ 269. Found 269.

1. customThe solvent ethanol was then removed under a reduced pressure
2. customThe two phases were separated
3. dry with materialthe organic layer was dried over anhydrous Na2SO4
4. filtrationfiltered
5. concentrationconcentrated
6. customThe residue was purified on silica gel using 5 percent EtOAc in hexane