Category: 19063-55-9

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 19063-55-9, name is 6-Bromochromen-2-one, A new synthetic method of this compound is introduced below., Quality Control of 6-Bromochromen-2-one

(1) Weigh 5.2 g of DL-malic acid (38.78 mmol) in a SCHLENK reaction tube.10 g of m-bromophenol (58.17 mmol) was added under N2 atmosphere.13mL of 98% concentrated sulfuric acid was added dropwise with stirring in an ice bath.The reaction was stirred at 120 C for 6 h. After the reaction, cool to room temperature.The reaction solution was slowly dropped into a stirred saturated saline solution, and filtered to give a solid.It was redissolved in dichloromethane, washed with water three times, and the organic phase was dried over anhydrous sodium sulfate.concentrate. Separated and purified by silica gel column chromatography.The mobile phase was petroleum ether/dichloromethane = 3/2. Finally, both Br-C5 and Br-C7 were obtained as white solids, respectively 1.60 g, 5.66 g.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Xi’an Jiaotong University; Zhou Guijiang; Feng Zhao; Yang Xiaolong; (40 pag.)CN109608502; (2019); A;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 19063-55-9, name is 6-Bromochromen-2-one, A new synthetic method of this compound is introduced below., Formula: C9H5BrO2

General procedure: Under inert atmosphere (N2), in a 25 mL round bottom flask, Ar3Bi (0.208 mmol; 0.35 eq.), CsF (0.24 g: 1.8 mmol; 3 eq.), PPh3 (0.004 g: 0.018 mmol; 3 mol%), the aryl bromide (0.60 mmol; 1 eq.) was added to DMF (5 mL). The solution was warmed to 90 C prior addition of PEPPSI IPr (0.012 g: 0.018 mmol; 3 mol%). The reaction was monitored by GC/MS to follow the total consumption of the aryl bromide. Cooled to room temperature (RT), the reaction mixture was diluted by addition of diethyl ether (20 mL) and aqueous HCl 6 M (30 mL). After decantation, the aqueous solution was extracted with diethylether (2 * 20 mL). The collected organic phases were then washed with HCl 6 N (2 * 25 mL), water (25 mL) and brine (25 mL) prior drying over MgSO4. After concentration under reduced pressure, the resulting crude product was subjected to purification by column chromatography leading after concentration under reduced pressure to the title compound.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Cassirame, Benedicte; Condon, Sylvie; Pichon, Christophe; Journal of Molecular Catalysis A: Chemical; vol. 425; (2016); p. 94 – 102;,
Ester – Wikipedia,
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Synthetic Route of 19063-55-9, These common heterocyclic compound, 19063-55-9, name is 6-Bromochromen-2-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

It mainly includes the following steps: taking the coumarin derivative (500 mg, 2.2 mmol) after bromination at the 6 position,N,N-dimethylbenzene derivative (618 mg, 2.5 mmol) and K2CO3 (133 mg), which are introduced para-borate borate.The solution was dissolved in a toluene-ethanol mixed solution (3:1, 80 ml).After passing nitrogen gas for 30 min, 15 mg of tetrakistriphenylphosphine palladium catalyst was added to the solvent, and the mixture was heated to 80 C, 1000 r / min, and reacted for 8 hours.After the reaction, it was cooled to room temperature, washed with a large amount of water and extracted with dichloromethane.After removing excess solvent by a rotary evaporator, 100 mL of a dichloromethane solution was added to dissolve the solid, washed with 40 mL of distilled water, and separated.The remaining water was removed with anhydrous sodium sulfate, separated, and dried.The crude product was separated and purified on a 200-300 mesh silica gel column using dichloromethane-n-hexane (volume ratio 2:5) as eluent to afford yellow compound A as shown in Fig. 2.The coumarin-type organic nonlinear optical material compound A obtained by the above production method had a yield of 60%.

Statistics shows that 6-Bromochromen-2-one is playing an increasingly important role. we look forward to future research findings about 19063-55-9.

Reference:
Patent; Shantou University; Xu Liang; Zheng Yusen; Long Xueting; Zhang Wenying; Lu Fushen; (10 pag.)CN109776471; (2019); A;,
Ester – Wikipedia,
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