With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.80379-31-3, name is Ethyl 3-hydroxy-2H-chromene-4-carboxylate, molecular formula is C12H12O4, molecular weight is 220.22, as common compound, the synthetic route is as follows.Safety of Ethyl 3-hydroxy-2H-chromene-4-carboxylate
The sodium metal (10 mg, 0.4 mmol) was added to absolute EtOH (400 muL) at room temperature and stirred for 30 min until the solid was dissolved. Guanidine hydrochloride (28.5 mg, 0.3 mmol) and 2a (44 mg, 0.2 mmol) were added to the solution and raise the temperature to 80 C with stirring overnight. Saturated aqueous NH4Cl solution (1 mL) was added to neutralize the reaction. The resulting mixture was extracted with EtOAc (10 mL×2), washed with brine, dried over Na2SO4, and concentrated. The residue was purified on silica gel (CH2Cl2/MeOH, 30:1) to get the product as a colorless solid (37 mg, 86%). 1H NMR (400 MHz, DMSO-d6): delta 11.80 (s, 1H), 8.38 (dd, J=1.6, 7.6 Hz, 1H), 7.05-7.02 (m, 1H), 6.94-6.90 (m, 1H), 6.84-6.82 (m, 2H), 4.75 (s, 2H), 3.17 (d, J=5.6 Hz, 1H); 13C NMR (100 MHz, DMSO-d6): delta 159.47, 158.96, 155.29, 151.39, 126.31, 124.72, 121.48, 120.70, 115.55, 101.70, 67.92 ppm; HRMS (ESI): m/z [M+H]+ calcd for C11H10N3O2 216.0773, found 216.0767.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,80379-31-3, Ethyl 3-hydroxy-2H-chromene-4-carboxylate, and friends who are interested can also refer to it.
Reference:
Article; Zhang, Xiaolin; Lei, Mei; Zhang, Yi-Nan; Hu, Li-Hong; Tetrahedron; vol. 70; 21; (2014); p. 3400 – 3406;,
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