反应详情

温度

-20 °C

14 ml (20 mmol) of n-butyllithium (1.5 M hexane solution) was dropwise added at 0° C. to a solution having 2.9 ml (21 mmol) of diisopropylamine dissolved in 62 ml of tetrahydrofuran, followed by stirring for 30 minutes. The solution was cooled to −20° C., a solution having 4.0 g (19 mmol) of 2,6-dichloro-4-trifluoromethylpyridine dissolved in 5 ml of tetrahydrofuran was added thereto, followed by stirring for 5 minutes, and a solution having 3.8 g (18 mmol) of 2,3,4-trimethoxy-6-methylbenzaldehyde dissolved in 7 ml of tetrahydrofuran was added thereto, followed by stirring for 1.5 hours. 30 ml of water was added to the mixture to terminate the reaction, and tetrahydrofuran was distilled off under reduced pressure. Extraction with ethyl acetate was carried out, the organic layer was dried over anhydrous sodium sulfate and subjected to filtration, and the solvent was distilled off under reduced pressure. The crude product thus obtained was purified by silica gel column chromatography to obtain 6.2 g (yield 81%) of (2,3,4-trimethoxy-6-methylphenyl)(2,6-dichloro-4-trifluoromethyl-3-pyridyl)methanol (brown oily substance).

1. additionwas added
2. stirringby stirring for 5 minutes
3. additionwas added
4. stirringby stirring for 1.5 hours
5. customto terminate
6. customthe reaction, and tetrahydrofuran
7. distillationwas distilled off under reduced pressure
8. extractionExtraction with ethyl acetate
9. dry with materialthe organic layer was dried over anhydrous sodium sulfate
10. filtrationsubjected to filtration
11. distillationthe solvent was distilled off under reduced pressure
12. customThe crude product thus obtained
13. customwas purified by silica gel column chromatography