Introduction of a new synthetic route about C9H5BrO2

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 19063-56-0, name is 7-Bromo-2H-chromen-2-one belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C9H5BrO2

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 19063-56-0, name is 7-Bromo-2H-chromen-2-one belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C9H5BrO2

2-Butyl-6-ethynyl-1H-benz [de]isoquinoline-1,3(2H)-dione 14(0.2 g, 0.722 mmol) and 7-Bromocoumarin (0.16 g, 0.722 mmol) weredissolved in THF-triethylamine (1:1, v/v, 120 mL) and the mixture wasdeaerated for 10 min by bubbling nitrogen gas. Then, Pd(PPh3)2Cl2(10.35 mg, 2 mol%), PPh3 (7.5 mg, 4 mol%) and CuI (2.75 mg, 2mol%)were added. The solution was deaerated for further 5 min; after that,the reaction was left for 8 h under nitrogen atmosphere at 60 C. Aftercompletion of the reaction, the reaction mixture was cooled to roomtemperature and the solvent was evaporated. The crude product wasdissolved in dichloromethane and purified by silica gel column chromatographywith chloroform as eluant. NC 5 was obtained in 60.2%yield (0.18 g), m. p. 252 C. IR (KBr): numax/cm-1 2200 (nuC?C) 1740(nuCO), 1693 (nuCO). 1H NMR (400 MHz, CDCl3) delta8.712 (d, 1H,J=8.40 Hz, aromatic),8.675 (d, 1H, J=7.2 Hz, aromatic),8.59 (d, 1H,J=7.6 Hz, aromatic),8.01 (d, 1H, J=7.60 Hz, aromatic), 7.882 (t, 1H,J=8 Hz, aromatic), 7.74 (d, 1H, J=9.2 Hz, aromatic), 7.62 (s, 1H),7.56-7.55 (m, 2H, aromatic), 6.49 (d, 1H, J=9.6 Hz, aromatic), 4.19(t, 2H, J=7.6 Hz, CH2), 1.77-1.69 (m, 2H, CH2), 1.49-1.41 (m, 2H,CH2), 0.99 (t, 3H, J=7.6 Hz, CH3). 13C (150 MHz, CDCl3) delta163.86,163.61, 160.08, 153.84, 142.59, 132.0, 131.72, 131.55, 131.26,130.23, 128.06, 128.01, 127.81, 127.74, 126.38, 125.70, 123.10,122.82, 119.87, 119.53, 117.60, 96.96, 89.34, 40.38, 30.19, 20.38,13.85. HRMS (m/z): [M+H] calculated for C27H20NO4:422.1392;Found: 422.1399.

The synthetic route of 19063-56-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Reddy, T. Sheshashena; Hwang, Jiyoung; Choi, Myung?Seok; Dyes and Pigments; vol. 158; (2018); p. 412 – 419;,
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