Diethyl Ether → 2-(2-Bromoethyl)pyridine

To a solution of 2-pyridineethanol (1.00 ml) in tetrahydrofuran (20 ml) were successively added triphenylphosphine (3.51 g) and carbon tetrabromide (4.44 g) with stirring at room temperature, and the resulting mixture was stirred at room temperature overnight. After stirring, to the reaction mixture was added diethyl ether, and insoluble materials were filtered off, and the organic layer was washed successively with a saturated aqueous sodium hydrogencarbonate solution and a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and evaporated in vacuo. The residue obtained was purified by chromatography on a silica gel column using a mixed solvent of hexane and ethyl acetate (1:3) as the eluent to afford the title compound (1.30 g, yield: 78%) as a yellow oil.

1. stirringthe resulting mixture was stirred at room temperature overnight
2. stirringAfter stirring, to the reaction mixture
3. filtrationwere filtered off
4. washthe organic layer was washed successively with a saturated aqueous sodium hydrogencarbonate solution
5. dry with materiala saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate
6. customevaporated in vacuo
7. customThe residue obtained
8. customwas purified by chromatography on a silica gel column

ORD record

ord-8e5a33b602b145499ac73308a650ca52

Source dataset

uspto-grants-2006_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07030138B2