反应详情

温度

-70 °C

Under a nitrogen atmosphere, LDA (11.6 mL, 12.87 mmol) was slowly added dropwise, at −70° C. or lower, to a THF (30 mL) solution of compound (70) (3.5 g, 11.70 mmol). The reaction mixture was agitated at −70° C. or lower for 1 hour, and then DMF (1.28 g, 17.55 mmol) was slowly added dropwise thereto. The reaction mixture was returned to room temperature, and then quenched with 50 mL of 1 N hydrochloric acid aqueous solution, and extracted with 20 mL of toluene three times. Combined organic layers were washed with a saturated aqueous solution of sodium hydrogencarbonate, water and saturated brine, and then dried over magnesium sulfate, and a solvent was distilled off by an evaporator. The residue was purified by silica gel column chromatography, and thus 6-bromo-2-fluoro-3-(4-propylcyclohexyl)benzaldehyde (71) (2.3 g, yield 89.7%) was obtained.

1. customwas returned to room temperature
2. customquenched with 50 mL of 1 N hydrochloric acid aqueous solution
3. extractionextracted with 20 mL of toluene three times
4. washCombined organic layers were washed with a saturated aqueous solution of sodium hydrogencarbonate, water and saturated brine
5. dry with materialdried over magnesium sulfate
6. distillationa solvent was distilled off by an evaporator
7. customThe residue was purified by silica gel column chromatography