ChemicalBook CAS DataBase List 2-Bromoanthracene

2-Bromoanthracene synthesis

8synthesis methods

Product Name:2-Bromoanthracene
CAS Number:7321-27-9
Molecular formula:C14H9Br
Molecular Weight:257.13

572-83-8

7321-27-9

In the preferred embodiment, 275.0 g of diethylene glycol dimethyl ether was added to a 500 mL three-necked flask, 68.0 g (0.51 mol) of aluminum chloride solids were slowly added, the temperature was controlled at 60°C, and the addition process took about 20 min, and the system became grey or milky white and cloudy. Cool to 30 °C and set aside. To another 1 L three-necked flask was added 49.2 g (0.17 mol) of 2-bromoanthracene-9,10-dione, 200.0 g of diethylene glycol dimethyl ether, and 27.5 g (0.51 mol) of potassium with stirring. Subsequently, borohydride was added and the system was changed to a yellow-green turbid solution, which was heated to 105 °C and maintained for 30 min. During heating, the system was changed from a yellow-green turbid solution to a pink turbid solution and finally to a brown turbid solution. After the reaction was completed, the above aluminum chloride solution was slowly added to the system, and the internal temperature was controlled to be between 90 and 110 °C. In the exothermic reaction of the first 1/3 stage of the drop, the second 2/3 stage of the heat-absorbing reaction, drop during the process of gas bubbles, the system from the brown turbid liquid to bright yellow turbid liquid, and ultimately become a yellow turbid liquid. The dosing process took about 20 min, and the system was quickly cooled down to 40°C in a water bath after the dosing was completed. The system was poured into a mixture of concentrated hydrochloric acid, water and ethanol (100 g/400 g/300 g), accompanied by the generation of large amounts of gas. The temperature was controlled to be below 60°C during the hydrolysis. After completion of hydrolysis, it was cooled to 25 °C, filtered, and the filter cake was washed with 100.0 g of water and 100.0 g of anhydrous ethanol to obtain a yellow filter cake, which is the crude product. Mix the crude product with anhydrous ethanol in the ratio of 1:10, heat to 50~60°C, stirring for 1.0 h, cool to 25~30°C, keep warm for 0.5 h, extract and filter, wash the filter cake with a small amount of anhydrous ethanol to get a white solid, which is the pure product. After drying (50 °C, 200 Pa, 5 h), 35.8 g of white powdery solid was obtained with 82.02% yield.

572-83-8 Synthesis

572-83-8
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$6.00/1g

7321-27-9
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$6.00/250mg

Yield:7321-27-9 82.02%

Reaction Conditions:

Stage #1: 2-bromoanthracene-9,10-dionewith potassium borohydrate;1-methoxy-2-(2-methoxyethoxy)ethane at 105; for 0.5 h;
Stage #2: with Aluminum Chloride at 30 - 110; for 0.333333 h;Concentration;Temperature;

Steps:

In a preferred embodiment,To a 500 mL three-necked flask was added 275.0 g diglyme,68.0 g (0.51 mol) of aluminum chloride solid was added slowly,The control temperature was 60 ° C,About 20min feeding is completed,The system becomes gray or milky white turbidity.Cooling to 30 ,stand-by.A further 1 L three-necked flask was charged with 49.2 g (0.17 mol) of 2-bromoanthraquinone,200.0 g diglyme,Stir,27.5 g (0.51 mol) of potassium borohydride was added,The system becomes yellow-green turbidity,Heating up to 105 ° C,And heat for 30 minutes,During the heating process, the system changed from yellow-green turbidity to pink turbidity,Finally into brown turbidity.Insulation is completed,The above-mentioned aluminum chloride solution was slowly added to the system,Control the internal temperature between 90 ~ 110 ,Drop before the first 1/3 of the exothermic reaction,After 2/3 of the process, the endothermic reaction,Dripping with the full range of bubbles,System from brown turbidity into bright yellow turbidity,Finally turned into yellow turbidity.The feeding process is about 20 minutes.Feeding is completed,Quickly cool the water bath to 40 ° C.The system was poured into concentrated hydrochloric acid / water / ethanol (100 g / 400 g / 300 g)System exotherm, accompanied by a large amount of gas generated.Hydrolysis process control system temperature below 60 .Hydrolysis is completed, cooling to 25 ,Filter,100.0g of water and 100.0g of anhydrous ethanol were leaching filter cake was yellow filter cake,This product is crude product.According to crude:Anhydrous ethanol = 1: 10 by the addition of absolute ethanol,Heating up to 50 ~ 60 ,Stirring for 1.0 hr,Cooling to 25 ~ 30 ,Insulation 0.5hr, suction filter,A small amount of anhydrous ethanol leaching filter cake was white solid,This is the product quality,Dried (50 ° C, 200 Pa, 5 hr) to give 35.8 g of a white powdery solid,This is the product quality, the yield of 82.02%

References:

CN106916049,2017,A Location in patent:Paragraph 0031; 0032; 0033; 0034; 0035; 0036; 0037-0042