Category: 13391-28-1

13391-28-1, 5-Methoxybenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,13391-28-1

General procedure: To a solution of 14a (or 14b) (2 mmol) in anhydrous chlorobenzene (20 mL) a solution of BBr3SMe2 1M in CH2Cl2 (4 mL, 4 mmol) was added dropwise at 0C and under Ar atmosphere. The reaction was kept stirring at reflux for 10h. After cooling down, the reaction was quenched with water and extracted with CH2Cl2 (three times). The organic layers were collected, dried with anhydrous Na2SO4, filtered and concentrated in vacuo. The crude was purified on silica gel to afford compounds 9a (or 9b) with 80% (or 81%) yield. 1H and 13C spectra of compounds 9a-b were in agreement with literature data.[1]

13391-28-1 5-Methoxybenzofuran 25943, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Tramutola, Francesco; Armentano, Maria Francesca; Berti, Federico; Chiummiento, Lucia; Lupattelli, Paolo; D’Orsi, Rosarita; Miglionico, Rocchina; Milella, Luigi; Bisaccia, Faustino; Funicello, Maria; Bioorganic and Medicinal Chemistry; vol. 27; 9; (2019); p. 1863 – 1870;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13391-28-1,5-Methoxybenzofuran,as a common compound, the synthetic route is as follows.

To a stirred solution of EtONa (154 kg) in DMF (989 kg) was added EtSH (68.6 kg) at an inner temperature ?35 under nitrogen protection. The mixture was stirred for 6090min at the inner temperature ?35. 5-Methoxybenzofuran (58.75 kg) in DMF (55.0 kg) was added. The mixture was heated to 110-130, stirred for 45hrs, and then concentrated under vacuum below 90. After the mixture was cooled to 1020, 2N HCl (1326 kg) was added dropwise, followed by addition of EtOAc (531 kg) and H2O2(129 kg) at the inner temperature ?35. The mixture was stirred for 3060min. After separation of the organic layer, the aqueous phase was extracted with EtOAc. The combined organic phase was washed with saturated brine twice, and then the solvent was evaporated to dryness. MeOH and a solution of NaOH (44.5 kg) in water (185 kg) were added dropwise into the residue below 40. The mixture was stirred for 5-7 hrs at 3040. Active carbon (74 kg) wet up with water (77 kg) was added. The mixture was stirred for 4-6 hrs at 3040 and filtered and the filter cake was washed with MeOH and water. DCM was charged into the filtrate and pH was adjusted to 1 with 35aq. HCl below 40. The aqueous phase was extracted with DCM, and the organic phase was washed with 25NaCl and concentrated below 40 . The residue was used in the next step directly.1H NMR (400 MHz, DMSO-d6) delta 9.14 (s, 1H) , 7.86 (d, J 2.0 Hz, 1H) , 7.36 (d, J 8.8 Hz, 1H) , 6.94 (d, J 2.4 Hz, 1H) , 6.79 (dd, J 2.0, 0.9 Hz, 1H) , 6.74 (dd, J 8.8, 2.4 Hz, 1H) ppm. MS: M/e 135 (M+1)+.

13391-28-1, As the paragraph descriping shows that 13391-28-1 is playing an increasingly important role.

Reference£º
Patent; BEIGENE, LTD.; ZHANG, Guoliang; ZHOU, Changyou; (86 pag.)WO2016/165626; (2016); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13391-28-1,5-Methoxybenzofuran,as a common compound, the synthetic route is as follows.

General procedure: To a reaction tube were added 20 mol % CuI, 20 mol % KI (or Xphos), 0.25 mmol heterocycles, 3.0 equiv DTBP, and 1.5 mL cyclic ethers under a nitrogen atmosphere. The resulting mixture was heated at 120 C. After 24 h, the solvent was removed under vacuum, and the residue was purified by flash chromatography (SiO2, petroleum ether/ethyl acetate10:1)., 13391-28-1

13391-28-1 5-Methoxybenzofuran 25943, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Wang, Chenyang; Gong, Ming; Huang, Mengmeng; Li, Yabo; Kim, Jung Keun; Wu, Yangjie; Tetrahedron; vol. 72; 49; (2016); p. 7931 – 7936;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13391-28-1,5-Methoxybenzofuran,as a common compound, the synthetic route is as follows.

Step 5: BBr3 (2.6 mL, 13.5 mmol) was added dropwise to S22-4 (2.0 g, 13.Smmol) in DCM (20mL) at -60 C under N2. The solution was stirred at 0C for 2h. The mixture was poured into iceand adjusted the pH to 1213. The inorganic phase was extracted with DCM. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, filtrated and concentrated to provide a residue, which was purified by column chromatography to afford S22-5.

13391-28-1, The synthetic route of 13391-28-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; LIANG, Gui-Bai; ZHOU, Changyou; WANG, Haisheng; HUO, Xianghong; WO2015/95261; (2015); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

13391-28-1, 5-Methoxybenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of substrate 1 (1.0 mmol, 1 equiv), NaSO2CF2Br (23.4 mg, 2.0 mmol, 2.0 equiv) in CH2Cl2 (7.0 mL) and CH3CN (3.5 mL) at room temperature was slowly added TBHP (5.0-6.0 M in decane, 1.4 mL, 7 equiv). The reaction was then stirred for 16 h. After the reaction was complete, the reaction mixture was concentrated under vacuum and the crude product was purified by column chromatography on silica gel to give the product.

13391-28-1, 13391-28-1 5-Methoxybenzofuran 25943, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Zhang, Jin; Xu, Xiu-Hua; Qing, Feng-Ling; Tetrahedron Letters; vol. 57; 22; (2016); p. 2462 – 2464;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13391-28-1,5-Methoxybenzofuran,as a common compound, the synthetic route is as follows.

prepared from 5-methoxybenzo[b]furan according to a similar demethylation method as described in WO 04/043904).

13391-28-1, As the paragraph descriping shows that 13391-28-1 is playing an increasingly important role.

Reference£º
Patent; N.V. Organon; US2007/112019; (2007); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13391-28-1,5-Methoxybenzofuran,as a common compound, the synthetic route is as follows.

To a solution of the product of Step B (50 g, 0.34 mol) in CH2C12 (1200 mL) was addedBBr3 (32.5 mL, 0.34 mol) in drops at -20C under N2. After the addition, the mixture waswarmed to 20C and stirred for 2 hrs. The reaction mixture was cooled to 0 C and added into a solution of NH3/MeOH (3 mol/L, 500 mL) using a canula at -20 C over a period of 15 mm carefully. The mixture was concentrated and the residue was added EA (500 mL). The solid was filtered off through a silica pad and the filtrate was concentrated under reduced pressure to give the crude product (crude, 48 g) as a oil which was used for the next step directly. ?H NIVIR (400MHz, DMSO-d6) 9.14 (s, 1H), 7.86 (d, J= 2.0 Hz, 1H), 7.36 (d, J 8.8 Hz, 1H), 6.94 (d, J2.4 Hz, 1H), 6.79 (dd, J= 2.0, 0.9 Hz, 1H), 6.74 (dd, J= 8.8, 2.4 Hz, 1H) ppm. MS: IVJIe 135 (M+1).

13391-28-1, 13391-28-1 5-Methoxybenzofuran 25943, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; BEIGENE, LTD.; ZHOU, Changyou; ZHANG, Guoliang; WO2014/206343; (2014); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

13391-28-1, 5-Methoxybenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 15 Benzofuran-5-ol To a mixture of 5-methoxybenzofuran (10.0 g, 67.5 mmol) and tetrabutylammonium iodide (31.2 g, 84.4 mmol) in CH2Cl2 (100 mL) at -78 C. was added BCl3 (169 mL of a 1 M solution in CH2Cl2, 169 mmol) dropwise over 1 h. The reaction mixture was stirred for 1 h, warmed to rt, stirred for 14 h, poured slowly into sat. NaHCO3 and ice, and extracted with CH2Cl2 (2*). The combined extracts were dried (MgSO4), filtered, concentrated, and chromatographed (20% EtOAc in hexanes) to provide 9.16 g of benzofuran-5-ol as an orange solid. 1H NMR (400 MHz, CDCl3): delta 7.57 (d, 1, J=2.1), 7.34 (d, 1, J=8.7), 7.03 (d, 1, J=2.7), 6.84 (dd, 1, J=8.8, 2.6), 6.64 (dd, 1, J=2.2, 0.9), 6.20 (s, 1). Previously synthesised but data are not provided. Rene, L.; Royer, R. Bull. Soc. Chim. France, 1973, 7-8 (Pt. 2), 2355-6. The TBAl/BCl3 procedural reference is Brooks, P. R.; Wirtz, M. C.; Vetelino, M. G.; Rescek, D. M.; Woodworth, G. F.; Morgan, B. P.; Coe, J. W. J. Org. Chem. 1999, 64, 9719-9721.

13391-28-1, 13391-28-1 5-Methoxybenzofuran 25943, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Inc; US2006/58361; (2006); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem