With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2879-20-1,1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,as a common compound, the synthetic route is as follows.
2-(2,3-dihydrobenzo[b] [l,4]dioxin-6-yl)acetic acid (S10-2).; A mixture of 1 ,4- benzodioxan-6-yl methyl ketone (SI 0-1; 5.5 g, 30.9 mmol), sulfur (1.98 g, 61.8 mmol) and morpholine (6.73 g, 6.76 mL, 77.3 mmol) was refluxed at 140C for 14 h. After cooling to rt, the reaction mixture was diluted with 150 mL of CH2C12, transferred to a seperatory funnel and washed with 25 mL of ice-cold brine. The aqueous layer was further extracted with CH2C12 (2 x 75 mL). The organic layers were combined, dried with Na2S04, and filtered. Activated charcoal was added to the filtrate and after several minutes was filtered and concentrated to give 12.7 g of a brown oil. A mixture of this in 75 mL of 10% KOH (ag.) was refluxed for 12h. After cooling the reaction mixture was transferred to a seperatory funnel and washed with ether (30 mL), The aqueous layer was acidified with 6N HC1 (~25 mL) to pH 2 and extracted with CH2C12 (4 x 100 mL). The organic layers were combined, washed with distilled water (100 ml), dried with Na2S04 and filtered. This was treated with charcoal, filtered, and solvent removed under reduced pressure and the resulting residue was purified by chromatography (hexane:EtOAc, 90:10 to 70:30) to give 3.90 g (65%) of S10-2. 1H NMR (500 MHz, CDC13) delta 6.80-6.82 (m, 2H), 6.74 (dd, J= 2.0, 8.2 Hz, 1H), 4.24 (s, 4H), 3.53 (s, 2H); MS (ESI) m/z 195.1 [M+H]+., 2879-20-1
As the paragraph descriping shows that 2879-20-1 is playing an increasingly important role.
Reference£º
Patent; SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH; CHIOSIS, Gabriela; TALDONE, Tony; SUN, Weilin; WO2011/44394; (2011); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem