反应详情

(3,5-Difluoro-4-pyridyl)methanol (6.11 g, 42.11 mmol) was dissolved in CH2Cl2 (140 mL). At 0° C. Thionyl bromide (3.589 mL, 46.32 mmol) was added slowly, then 1 drop of DMF was added: the solution turned yellow with gas evolution. The reaction mixture was stirred at rt for 1.5 h. It was quenched with 10 ml water. The pH was made basic (pH=9) with aq NaHCO3. The water layer was extracted 3 times with CH2Cl2. The combined organic layers were washed with brine. The organic phase was dried with Na2SO4, filtrated and the filtrate evaporated. The desired product was obtained as a brown liquid (9.68 g, lacrimator).

1. customAt 0° C
2. customIt was quenched with 10 ml water
3. extractionThe water layer was extracted 3 times with CH2Cl2
4. washThe combined organic layers were washed with brine
5. dry with materialThe organic phase was dried with Na2SO4
6. filtrationfiltrated
7. customthe filtrate evaporated