反应详情

温度

7 °C

To a 1 L 3-neck flask equipped with an overhead stirrer, Claisen adaptor, nitrogen bubbler, 125 mL addition funnel, and thermocouple was added 6-(trifluoromethyl)nicotinoyl chloride (49.3 g, 235 mmol, Intermediate 4: step a), dichloromethane (493 mL), and N,O-dimethylhydroxylamine hydrochloride (25.63 g, 258.8 mmol). After the mixture was cooled to 7° C., diisopropylethylamine (90.26 mL, 517.6 mmol) was added such that the addition temperature did not exceed 16° C. After the addition, the reaction was allowed to warm to room temperature. The reaction was then transferred to a reparatory funnel and the organic layer was washed with saturated aqueous NaHCO3 (2×100 mL) followed by water (100 mL) and then dried over sodium sulfate and filtered. Removal of solvent afforded a brown oil as the title compound.

1. customTo a 1 L 3-neck flask equipped with an overhead stirrer
2. additionClaisen adaptor, nitrogen bubbler, 125 mL addition funnel
3. customdid not exceed 16° C
4. additionAfter the addition
5. temperatureto warm to room temperature
6. customThe reaction was then transferred to a reparatory funnel
7. washthe organic layer was washed with saturated aqueous NaHCO3 (2×100 mL)
8. dry with materialdried over sodium sulfate
9. filtrationfiltered
10. customRemoval of solvent