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温度

0 °C

In a 250 mL round bottom flask was dissolved (2-chloropyridin-3-yl)methanol (6.7 g, 47 mmol) in CH2Cl2 (100 mL). The reaction was cooled to 0° C., to which was slowly added tribromophosphine (4.8 mL, 51 mmol), and allowed to warm to RT overnight. The reaction was quenched by addition of ice, extracted into CH2Cl2, washed 1×NaHCO3, 2×H2O, dried with Mg2SO4, filtered through fritted funnel and filtrate was concentrated. The crude was purified by silica gel chromatography eluting with 15-45% EtOAc/Hex. The product fraction were concentrated down to yield 3-(bromomethyl)-2-chloropyridine as off-white solid. MS m/z=206, 208 [M+1]+. Calc'd for C6H5BrClN: 206.47.

1. temperatureto warm to RT overnight
2. customThe reaction was quenched by addition of ice
3. extractionextracted into CH2Cl2
4. washwashed 1×NaHCO3, 2×H2O
5. dry with materialdried with Mg2SO4
6. filtrationfiltered through fritted funnel
7. concentrationfiltrate was concentrated
8. customThe crude was purified by silica gel chromatography
9. washeluting with 15-45% EtOAc/Hex
10. concentrationThe product fraction were concentrated down