With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1086378-35-9,Methyl benzo[d]oxazole-7-carboxylate,as a common compound, the synthetic route is as follows.
Methyl benzo[d]oxazole-7-carboxylate (1.57 g, 8.86 mmol) was dissolved in dry THF (50 mL) and there was added a 1.0M solution of LiAlH4 in THF (5mL, 5 mmol). The reaction was stirred at room temperature for 30 minutes at which point TLC indicated full conversion. The reaction was quenched by addition of water (50 mL) and there was added saturated aqueous Rochelle salt (50 mL) and Et2O (50 mL). The reaction was stirred vigorously for 15 minutes and then transferred to a separatory funnel. The organic layer was isolate and the aqueous layer was extracted with Et2O (2 ¡Á 100 mL). The combined organic layers were washed with saturated aqueous Rochelle salt (50 mL) and water (50 mL), dried (MgSO4), filtered and evaporated under reduced pressure. The crude compound was purified by flash chromatography (petroleum ether/EtOAc 3:1) to give the title compound (0.823 g, 62%) as a colorless oil. 1H NMR (300 MHz, CDCl3) delta 8.07 (s, 1H), 7.69 (dd, J = 7.7, 1.3 Hz, 1H), 7.40 (dd, J = 7.7, 1.3 Hz, 1H), 7.33 (t, J = 7.7 Hz), 5.00 (s, 2H), 2.51 (br s, 1H). 13C NMR (75 MHz, CDCl3) delta 153.4, 145.4, 140.0, 124.8, 124.7, 124.4, 119.9, 60.3, 1086378-35-9
The synthetic route of 1086378-35-9 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Braeuner-Osborne, Hans; Kristensen, Jesper Langgaard; Bioorganic and Medicinal Chemistry; vol. 23; 14; (2015); p. 3933 – 3937;,
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