Downstream synthetic route of 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,belong benzodioxans compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO329,mainly used in chemical industry, its synthesis route is as follows.,4442-54-0

Method I Ba (1 mmol) and 2,3-dihydrobenzo[b][1,4]dioxin-6-carboxylic acid (or 2,3-dihydrobenzo[b][1,4]dioxin-2-carboxylic acid) (1 mmol) together with EDCI (1.5 mmol) and HOBt (0.05 mmol) in CH2Cl2 (20 mL) were refluxed at room temperature for 10 h. While the reaction completed, the solution was washed with water for three times (30 mL each time). The remaining water layer was extracted by EtOAc for three times (30 mL each time). The organic layers (CH2Cl2 and EtOAc) were combined and then evaporated. The separated solid was crystallized from mixture of DMF and ethanol (9:1) to obtain the corresponding compound as translucent solid. 4.5.6 (3,5-Bis(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone (C6) White crystal, mp: 144-146 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.12-3.18 (d, J = 16.8 Hz, 1H), 3.69-3.76 (m, 1H), 3.82 (s, 6H), 4.31-4.33 (t, J = 2.4 Hz, 4H), 5.72-5.77 (m, 1H), 6.83-6.90 (m, 3H), 7.19-7.23 (m, 2H), 7.43-7.46 (m, 1H), 7.59 (s, 1H), 7.71-7.74 (d, J = 8.1 Hz, 2H), 7.82-7.84 (d, J = 7.2 Hz, 2H). MS (ESI): 445.17 (C26H25N2O5, [M+H]+). Anal. Calcd for C26H24N2O5: C, 70.26; H, 5.44; N, 6.30; O, 18.00. Found: C, 69.97; H, 5.44; N, 6.32.

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,belong benzodioxans compound

Reference£º
Article; Yang, Yu-Shun; Li, Qing-Shan; Sun, Shuai; Zhang, Yan-Bin; Wang, Xiao-Liang; Zhang, Fei; Tang, Jian-Feng; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 20; 20; (2012); p. 6048 – 6058;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem