Application of 2555-28-4, 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. 2555-28-4, name is 7-Methoxy-4-methylcoumarin belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
N-Bromosuccinimide (224 mg, 1.26 mmol) was added slowly to a suspension of 7-methoxy-4-methyl-2H-chromen-2-one (17) (200 mg, 1.05 mmol) in PEG-400 (6 mL). The reaction mixture was stirred at rt for 2 h. The reaction mixture was extracted with H2O (25 mL) and EtOAc (3 * 25 mL) and the combined organic phases were washed with brine (30 mL). The organic phase was dried over Na2SO4. After concentration in vacuo the crude product was purified by column chromatography on silica gel. This afforded the titled compound as a white solid (130 mg, 0.48 mmol, 46% yield); Rf = 0.35 (EtOAc/heptane 1:2); mp 144-146 C (decomposed); 1H NMR (300 MHz, CDCl3) delta 2.60 (s, 3H), 3.88 (s, 3H), 6.81 (d, J = 2.7 Hz, 1H), 6.88 (dd, J = 9.0, 2.7 Hz, 1H), 7.54 (d, J = 9.0 Hz, 1H); 13C NMR (75 MHz, CDCl3) delta 19.5, 55.8, 100.7, 109.7, 112.9, 113.4, 126.0, 151.1, 153.6, 157.3, 162.7; LC-MS [M+H]+ calcd for C11H9BrO3: 269.0, found: 269.0; Anal. calcd for C11H9BrO3: C, 49.10, H, 3.37, found: C, 48.76; H, 3.13.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 7-Methoxy-4-methylcoumarin, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Huynh, Tri H.V.; Abrahamsen, Bjarke; Madsen, Karsten K.; Gonzalez-Franquesa, Alba; Jensen, Anders A.; Bunch, Lennart; Bioorganic and Medicinal Chemistry; vol. 20; 23; (2012); p. 6831 – 6839;,
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