Tetrahydrofuran → HCID 59518362, compound

Afterwards, 2,6-Dihydroxyanthracene, obtained by the reaction i, would become a reactant in reaction ii. 0.87 g or 4.14 mmol of 2,6-Dihydroxyanthracene was added to a reactor of 250 ml (such as a two-neck bottle or others), followed by extracting air by a vacuum dehydrator/deaerator. After filling nitrogen gas in the reactor three times, a fluid adding device (such as a dropper or others) was also filled with nitrogen gas. As a result, the reaction was reacted under an anhydrous and anoxic condition. Then, 1.16 ml or 8.28 mmol of triethylamine (Et3N) and 50 ml of dehydrated tetrahydrofuran (THF) were added at room temperature and stirred until dissolving. Later, 0.88 ml or 9.11 mmol of methacryloyl chloride was injected in the solution with ice bath and then was reacted at room temperature overnight. After vacuum filtered by tetrahydrofuran (THF), the filtered liquid was collected and concentrated under reduced pressure. The concentrated solution was extracted by ethyl acetate (EA) and water, followed by drying over by anhydrous magnesium sulfate (MgSO4) and vacuum filtration. Afterwards, the resulting solution was concentrated with vacuum to obtain yellow solid. Thereon, the yellow solid was purified by column chromatography, such as silica gel column or the like, and then washed by a mixed solvent of ethyl acetate and hexane solution (such as EA/Hexane=1/6 by volume) to obtain light yellow solid. Later, the light yellow solid was further purified by recrystallization from a mixed solvent of THF and methanol to obtain 2,6-Dimethacryloxyanthracene (represented as formula 2).

1. extractionby extracting air by a vacuum dehydrator/deaerator
2. additiona fluid adding device (such as a dropper or others)
3. additionwas also filled with nitrogen gas
4. customAs a result, the reaction was reacted under an anhydrous and anoxic condition
5. dissolutionuntil dissolving
6. customwas reacted at room temperature overnight
7. filtrationAfter vacuum filtered by tetrahydrofuran (THF)
8. customthe filtered liquid was collected
9. concentrationconcentrated under reduced pressure
10. extractionThe concentrated solution was extracted by ethyl acetate (EA) and water
11. dry with materialby drying over by anhydrous magnesium sulfate (MgSO4) and vacuum filtration
12. concentrationAfterwards, the resulting solution was concentrated with vacuum
13. customto obtain yellow solid
14. customThereon, the yellow solid was purified by column chromatography, such as silica gel column
15. washthe like, and then washed by a mixed solvent of ethyl acetate and hexane solution (such as EA/Hexane=1/6 by volume)
16. customto obtain light yellow solid
17. customLater, the light yellow solid was further purified by recrystallization from a mixed solvent of THF and methanol

ORD record

ord-e028b1c9e3f34ceab3c2678e350b8bd3

Source dataset

uspto-grants-2010_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07820070B2