2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime, cas is 31127-39-6, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.
General procedure: To a solution of 2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oximes 10 (2.69 g, 15.0 mmol) in THF (70 mL) at room temperature under nitrogen atmosphere, N-chlorosuccinimide (2.40 g, 18.0 mmol) and pyridine (120 muL, 1.50 mmol) were added. After being stirred for 40 min at 60 C, the mixture was cooled to rt and solutions of propargyl alcohol (700 muL, 12.0 mmol) in THF (2 mL) and triethylamine (2.50 mL, 18.0 mmol) in THF (4 mL) were added dropwise successively. After the mixture being stirred at 50 C for 2 h. Saturated NaHCO3 solution was added and the mixture was extracted with ethyl acetate (50 mL ¡Á 3). The organic layers were dried over anhydrous MgSO4 and concentrated. The residue was purified by flash column chromatography (hexane:EtOAc =2:1) to give the isoxazole alcohol 11 (when R2= 2,3-dihydrobenzo[b][1,4]dioxin-6-yl, 1.87 g, 67%). To a solution of thus prepared alcohol 11 (1.16 g, 5.00mmol) in dichloromethane (15 mL) at room temperature, pyridinium chlorochromate (2.16 g, 10.0 mmol) and 4 A molecular sieve (4.00 g) were added. After being stirred for 4 h, the mixture was concentrated and the residue was purified by flash column chromatography (hexane:EtOAc =3:1) to give the building block 3 (when R2= 2,3-dihydrobenzo[b][1,4]dioxin-6-yl, 740 mg, 65%). 1H NMR (500 MHz, CDCl3) delta 9.95 (s, 1H), 7.31 (s, 1H), 7.27 (d, J = 8.0 Hz, 1H), 7.13 (s, 1H), 6.90 (d, J = 8.0 Hz,1H), 4.22-4.27 (m, 4H). Other isoxazole aldehyde derivatives were synthesizedanalogously and identified with the 1H NMR spectroscopy., 31127-39-6
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Reference£º
Article; Oh, Yoo Na; Kwak, Jumyung; Koh, Hun Yeong; Jung, Sun Ho; Bulletin of the Korean Chemical Society; vol. 33; 12; (2012); p. 4227 – 4230;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem