2-ALLYLOXY-4-HYDROXY-BENZALDEHYDE

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 3.10 g of 2-allyloxy-4-hydroxybenzaldehyde was dissolved in 6 ml of N,N-dimethylaniline, and the reaction solution was heated to reflux under nitrogen atmosphere. Approximately 2.5 hours later, the reaction solution was stood to cool. Thereafter, water and ethyl acetate were added to the reaction solution, so as to separate an organic layer. The obtained organic layer was washed with 5 N hydrochloric acid, water, and a saturated sodium chloride solution, and then dried over anhydrous magnesium sulfate. After removing the drying agent by filtration, the organic layer was concentrated under a reduced pressure. The residue was then purified by silica gel column chromatography (hexane/ethyl acetate), so as to obtain 0.88 g of the subject compound. the reaction solution was heated to reflux under nitrogen atmosphere Approximately 2.5 hours to cool so as to separate an organic layer The obtained organic layer was washed with 5 N hydrochloric acid, water a saturated sodium chloride solution, and then dried over anhydrous magnesium sulfate After removing the drying agent by filtration the organic layer was concentrated under a reduced pressure The residue was then purified by silica gel column chromatography (hexane/ethyl acetate)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 15.23 g of 2,4-dihydroxybenzaldehyde was dissolved in 200 ml of methyl ethyl ketone. Then, 15.54 g of potassium carbonate, 9.73 ml of allyl bromide, 18.67 g of potassium iodide, and 3.55 g of tetrabutylammonium bromide were successively added to the reaction solution. This reaction solution was heated to reflux under nitrogen atmosphere for 1.5 hours. The precipitate was removed by filtration, and the filtrate was concentrated under a reduced pressure. Ethyl acetate and water were added to the residue, so as to separate an organic layer. The organic layer was washed with a saturated sodium chloride solution and then dried over anhydrous magnesium sulfate. After removing the drying agent by filtration, the organic layer was concentrated under a reduced pressure. The residue was then purified by silica gel column chromatography (hexane/ethyl acetate), so as to obtain 13.72 g of the subject compound. This reaction solution was heated to reflux under nitrogen atmosphere for 1.5 hours The precipitate was removed by filtration the filtrate was concentrated under a reduced pressure Ethyl acetate and water were added to the residue so as to separate an organic layer The organic layer was washed with a saturated sodium chloride solution dried over anhydrous magnesium sulfate After removing the drying agent by filtration the organic layer was concentrated under a reduced pressure The residue was then purified by silica gel column chromatography (hexane/ethyl acetate)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 15.23 g of 2,4-dihydroxybenzaldehyde was dissolved in 200 ml of methyl ethyl ketone. Then, 15.54 g of potassium carbonate, 9.73 ml of allyl bromide, 18.67 g of potassium iodide, and 3.55 g of tetrabutylammonium bromide were successively added to the reaction solution. This reaction solution was heated to reflux under nitrogen atmosphere for 1.5 hours. The precipitate was removed by filtration, and the filtrate was concentrated under a reduced pressure. Ethyl acetate and water were added to the residue, so as to separate an organic layer. The organic layer was washed with a saturated sodium chloride solution and then dried over anhydrous magnesium sulfate. After removing the drying agent by filtration, the organic layer was concentrated under a reduced pressure. The residue was then purified by silica gel column chromatography (hexane/ethyl acetate), so as to obtain 13.72 g of the subject compound. This reaction solution was heated to reflux under nitrogen atmosphere for 1.5 hours The precipitate was removed by filtration the filtrate was concentrated under a reduced pressure Ethyl acetate and water were added to the residue so as to separate an organic layer The organic layer was washed with a saturated sodium chloride solution dried over anhydrous magnesium sulfate After removing the drying agent by filtration the organic layer was concentrated under a reduced pressure The residue was then purified by silica gel column chromatography (hexane/ethyl acetate)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 3.10 g of 2-allyloxy-4-hydroxybenzaldehyde was dissolved in 6 ml of N,N-dimethylaniline, and the reaction solution was heated to reflux under nitrogen atmosphere. Approximately 2.5 hours later, the reaction solution was stood to cool. Thereafter, water and ethyl acetate were added to the reaction solution, so as to separate an organic layer. The obtained organic layer was washed with 5 N hydrochloric acid, water, and a saturated sodium chloride solution, and then dried over anhydrous magnesium sulfate. After removing the drying agent by filtration, the organic layer was concentrated under a reduced pressure. The residue was then purified by silica gel column chromatography (hexane/ethyl acetate), so as to obtain 0.88 g of the subject compound. the reaction solution was heated to reflux under nitrogen atmosphere Approximately 2.5 hours to cool so as to separate an organic layer The obtained organic layer was washed with 5 N hydrochloric acid, water a saturated sodium chloride solution, and then dried over anhydrous magnesium sulfate After removing the drying agent by filtration the organic layer was concentrated under a reduced pressure The residue was then purified by silica gel column chromatography (hexane/ethyl acetate)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 15.23 g of 2,4-dihydroxybenzaldehyde was dissolved in 200 ml of methyl ethyl ketone. Then, 15.54 g of potassium carbonate, 9.73 ml of allyl bromide, 18.67 g of potassium iodide, and 3.55 g of tetrabutylammonium bromide were successively added to the reaction solution. This reaction solution was heated to reflux under nitrogen atmosphere for 1.5 hours. The precipitate was removed by filtration, and the filtrate was concentrated under a reduced pressure. Ethyl acetate and water were added to the residue, so as to separate an organic layer. The organic layer was washed with a saturated sodium chloride solution and then dried over anhydrous magnesium sulfate. After removing the drying agent by filtration, the organic layer was concentrated under a reduced pressure. The residue was then purified by silica gel column chromatography (hexane/ethyl acetate), so as to obtain 13.72 g of the subject compound. This reaction solution was heated to reflux under nitrogen atmosphere for 1.5 hours The precipitate was removed by filtration the filtrate was concentrated under a reduced pressure Ethyl acetate and water were added to the residue so as to separate an organic layer The organic layer was washed with a saturated sodium chloride solution dried over anhydrous magnesium sulfate After removing the drying agent by filtration the organic layer was concentrated under a reduced pressure The residue was then purified by silica gel column chromatography (hexane/ethyl acetate)