反应详情

温度

50 °C

To a cooled (50° C.), stirred solution of (R)-1-(6-chloro-pyridin-3-yl)-ethane-1,2-diol (17.8 g) in anhydrous pyridine (100 mL) was added p-toluenesulfonyl chloride (19.5 g) in one portion. After 20 min, the cooling bath was removed and stirring was continued an additional 2 h. The reaction solution was concentrated in vacuo, azeotroped with toluene (2×), diluted in ethyl acetate, washed with half-saturated aqueous brine, saturated aqueous brine, dried over sodium sulfate and concentrated in vacuo. The resulting solids were recrystallized from ethyl acetate/hexanes to afford 23.3 g of the title compound (I-2d) as colorless crystals.

1. customthe cooling bath was removed
2. waitwas continued an additional 2 h
3. concentrationThe reaction solution was concentrated in vacuo
4. customazeotroped with toluene (2×)
5. additiondiluted in ethyl acetate
6. washwashed with half-saturated aqueous brine, saturated aqueous brine
7. dry with materialdried over sodium sulfate
8. concentrationconcentrated in vacuo
9. customThe resulting solids were recrystallized from ethyl acetate/hexanes