反应详情

To a solution of 2,6-di(tetrahydro-2H-2-pyranyloxymethyl)-phenyl bromide (15.5 g, 39 mmol) in ether at -30° C. was added n-BuLi (2.5M, 16.4 ml, 41 mmol) and the mixture was allowed to warm to room temperature and stirred for 1.5 hours. The mixture was cooled to 0° C., and TMEDA (4.56 g, 37 mmol) was added, and the resulting mixture was cooled to -50° C. After stirring for 20 minutes, 2-pyridylcarboxaldehyde (6.31 g, 58 mmol) was added. The above mixture was warmed to room temperature over a period of 2 hours, quenched with saturated sodium bicarbonate, and diluted with ethyl acetate with stirring. The organic layer was washed with brine and concentrated in vacuo to afford 11.7 g (73%) of 1-(2-pyridyl)-1-[2,6-di(tetrahydro-2H-2-pyranyloxymethyl)phenyl]-methanol as an oil.

1. temperatureThe mixture was cooled to 0° C.
2. temperaturethe resulting mixture was cooled to -50° C
3. stirringAfter stirring for 20 minutes
4. temperatureThe above mixture was warmed to room temperature over a period of 2 hours
5. customquenched with saturated sodium bicarbonate
6. additiondiluted with ethyl acetate
7. stirringwith stirring
8. washThe organic layer was washed with brine
9. concentrationconcentrated in vacuo