Tetrahydrofuran → HCID 59518362, compound

Participants

Reaction Steps

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).

Provenance & Evidence