ChemicalBook CAS DataBase List Anthracen-9-ol

Anthracen-9-ol synthesis

9synthesis methods

Product Name:Anthracen-9-ol
CAS Number:529-86-2
Molecular formula:C14H10O
Molecular Weight:194.23

642-31-9 Synthesis

642-31-9
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$10.00/5g

529-86-2
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$188.00/250mg

Yield: 78%

Reaction Conditions:

with acetic acid for 0.25 h;

Steps:

4 Example 4 Preparation of Hydroxy Compound (polycyclic aromatic is anthracene and R1 is hydrogen)
20.00 g of 9-formyl anthracene and 200 mL of acetic acid were added to a 1,000 mL round flask equipped with a stirrer and a thermometer. After the reaction was stirred for 15 minutes, 45.68 g of sodium percarbonate was added slowly at room temperature. Subsequently, the reaction temperature was raised to 30 DEG C, and the progress of the reaction progressed while stirring the reaction product was confirmed by TLC (thin layer chromatography; developing solution: n-hexane / ethyl acetate, 4/1). At the end of the reaction, acetic acid was distilled off under reduced pressure, and the reaction product was concentrated. 200 mL of toluene was added to the concentrated reaction product. 100 g of water, 100 g of 10% sodium thiosulfate and 100 g of 10% sodium hydroxide were sequentially added to the toluene layer to wash the toluene layer. 22.75 g of methanol and 0.65 g of sulfuric acid were added to the toluene layer at room temperature, and the resulting methylformate and methanol were removed by distillation under atmospheric pressure. Next, 82.47 g of 10% sodium hydroxide was added to the toluene layer, stirred at room temperature, and then the toluene layer and the aqueous alkaline solution layer were separated using a funnel. The alkaline aqueous solution layer was washed several times with 20 mL of dichloromethane to remove a small amount of impurities (anthracene, 9-formylanthracene, etc.) remaining in the water layer and analyzed with a water layer to wash with dichloromethane until no impurities were present. And repeated. Subsequently, the alkaline aqueous solution layer was adjusted to pH slightly acidic with concentrated sulfuric acid. The resulting reddish powder was filtered and then recrystallized in a toluene solvent to obtain pure 9-hydroxyanthracene (yield: 78%, purity: 99.56%).

References:

Im Gwang-min KR101661742, 2016, B1 Location in patent:Paragraph 0084; 0085

120-12-7 Synthesis