反应详情

A 50% sodium hydroxide solution (5 mL) and tetrabutylammonium hydrogen sulfate (859 mg) were added to the toluene (8 mL) solution of 3-(2-bromoethoxy)-4-fluorobenzaldehyde derivative (606 mg) obtained above, and the reaction solution was agitated at room temperature for 1 hour. Water and ethyl acetate were added to the reaction solution after the reaction ended, and the organic layer was separated. The obtained organic layer was washed with a saturated sodium chloride solution, and the solvent was evaporated under reduced pressure after dried over anhydrous magnesium sulfate. The obtained residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate 6:1), and 200 mg (49%) of 4-fluoro-3-vinyloxybenzaldehyde was obtained. The physical properties of the compound are as follows.

1. customobtained above, and the reaction solution
2. customthe organic layer was separated
3. washThe obtained organic layer was washed with a saturated sodium chloride solution
4. customthe solvent was evaporated under reduced pressure
5. dry with materialafter dried over anhydrous magnesium sulfate
6. customThe obtained residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate 6:1)