Potassium Iodide → HCID 86259160, compound

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.

1. temperatureThis reaction solution was heated
2. temperatureto reflux under nitrogen atmosphere for 1.5 hours
3. customThe precipitate was removed by filtration
4. concentrationthe filtrate was concentrated under a reduced pressure
5. additionEthyl acetate and water were added to the residue
6. customso as to separate an organic layer
7. washThe organic layer was washed with a saturated sodium chloride solution
8. dry with materialdried over anhydrous magnesium sulfate
9. customAfter removing the drying agent
10. filtrationby filtration
11. concentrationthe organic layer was concentrated under a reduced pressure
12. customThe residue was then purified by silica gel column chromatography (hexane/ethyl acetate)

ORD record

ord-25ad78f07e9b46dca0d8b0cb7d33590c

Source dataset

uspto-grants-2009_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07538123B2