反应详情

温度

0 °C

Prepared according to Rubinsztajn et al. Tetrahedron Lett. 1992, 33, 14, 1821-1824. To a suspension of 4-ethynylpyridine hydrochloride (500 mg, 3.58 mmol) in DCM (50 mL) at 0° C. was slowly added NaHCO3 solution (aq, satd, 10 mL). After stirring for 5 min, the layers were separated and the aqueous was extracted with DCM (2×10 mL). The combined organic layers were dried over Na2SO4, concentrated in vacuo and subjected to high vacuum for 10 min. The crude residue was dissolved in DCM (10 mL), cooled to 0° C. and methyl triflate (450 μL, 3.94 mmol) was added drop-wise. After stirring for 30 min at 0° C., ether was added and the precipitate was collected and dried, affording the title compound (870 mg, 91%) as a light brown solid. Analytical data was identical to literature reported values.

1. customPrepared
2. customthe layers were separated
3. extractionthe aqueous was extracted with DCM (2×10 mL)
4. dry with materialThe combined organic layers were dried over Na2SO4
5. concentrationconcentrated in vacuo
6. waitsubjected to high vacuum for 10 min
7. dissolutionThe crude residue was dissolved in DCM (10 mL)
8. stirringAfter stirring for 30 min at 0° C.
9. customthe precipitate was collected
10. customdried