1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone, cas is 2879-20-1, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.
To a stirred solution of coptisine (250 mg, 0.70 mmol) in 5 N NaOH (1 ml), 6-acetyl-1,4-benzodioxane (1 mL,6.67 mmol) was added slowly. The reaction mixture was stirred at 60C for 3 h. The reaction mixture was extracted withCHCl3/MeOH (v/v = 10:1). The organic layer was washed to neutral with water, and dried over anhydrous MgSO4, andfiltered, and then concentrated under reduced pressure to give intermediate product. The intermediate product wasdissolved in anhydrous tetrahydrofuran (5 mL) followed by addition of HOAc (0.5 mL) and formaldehyde (1.5 mL, 15.06mmol) dropwise. The reaction mixture was kept refluxing for 3 h. After the reaction completed, the reaction mixture wasconcentrated and added with 2 N HCl (2 mL), then stirred at room temperature for 1 h and extracted with CHCl3/MeOH(v/v = 10:1). The organic layer was dried over anhydrous MgSO4 and then filtered and concentrated under reducedpressure to give crude product, which was purified via silica gel column chromatography (CHCl3/MeOH (v/v) =20:1) togive pure yellow solid (110 mg, 28.1% yield).1H-NMR (DMSO-d6) delta: 2.95 (s, 3H, ArCH3), 2.99-3.14 (m, 2H, NCH2CH2), 4.37 (br d, J= 9.0 Hz, 4H, O CH2CH2O), 4.54(br s, 2H, NCH2CH2), 6.19 (s, 2H, OCH2O), 6.24 (s, 1H, OCH2O), 6.44 (s, 1H, OCH2O), 6.86 (s, 1H, C=CH2), 6.99 (s,1H, C=CH2), 7.10 (d, J = 8.4 Hz, 1H, ArH),7.17 (s, 1H, ArH), 7.44 (s, 1H, ArH), 7.45 (d, J = 2.1 Hz, 2H, ArH), 7.54 (dd,J1 = 8.4 Hz, J2 = 2.1 Hz, 1H, ArH), 8.07 (s, 2H, ArH)., 2879-20-1
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Reference£º
Patent; Institute of Mataria Medica, Chinese Academy of Medical Sciences; QIN, Hailin; WANG, Wenjie; ZHANG, Zhihui; WU, Lianqiu; DENG, Anjun; YU, Jinqian; LI, Zhihong; EP2789612; (2014); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem