Category: benzofuran

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
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54008-77-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.54008-77-4,2-Bromobenzofuran,as a common compound, the synthetic route is as follows.

General procedure: To a stirred solution of 2-bromobenzofuran/2-bromobenzo[b]thiophene (2.53 mmol) in ethanol (5 mL) was added hydrazine(0.08 g, 2.53 mmol), I2 (0.03 g, 10 mol%) and alkanone (2.53 mmol).The reaction mixture was reuxed for 1e3 h. After completion ofthe reaction as monitored by TLC, the reaction mixture wasquenched with a saturated aqueous solution of Na2S2O3. Theorganic and aqueous layers were then separated. The aqueous layerwas extracted with ethyl acetate (3 50 mL). The extract waswashed with water and nally with brine. The organic layer wasdried over anhydrous Na2SO4 and concentrated by rotary evapo-rator. Finally, the residue was puried by recrystallization from ethanol.

As the paragraph descriping shows that 54008-77-4 is playing an increasingly important role.

Reference£º
Article; Chacko, Priya; Shivashankar, Kalegowda; Tetrahedron; vol. 74; 13; (2018); p. 1520 – 1526;,
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115010-11-2, 2,3-Dihydro-1-benzofuran-5-sulfonoylchloride is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1; N-[7-(4-piperidinyl)oxy-1-benzofuran-5-yl]-2-methoxy-5-methylbenzenesulfonamide; Example 1 was prepared as follows: 7-iodo-N-(2-methoxy-5-methylphenyl)-1-benzofuran-5-sulfonamide is produced starting from 2,3-dihydrobensofuran. Treatment with chlorosulfonic acid gives the corresponding sulfonyl chloride, which is iodinated using iodine monochloride. Aromatization is done using NBS, resulting in 7-iodo-N-(2-methoxy-5-methylphenyl)-1-benzofuran-5-sulfonamide after treatment with cresidine. Hydrolysis of 7-iodo-N-(2-methoxy-5-methylphenyl)-1-benzofuran-5-sulfonamide in alkaline solution using copper as catalyst results in 7-hydroxy-N-(2-methoxy-5-methylphenyl)-1-benzofuran-5-sulfonamide. Reaction with a methyl carbamate protected mesylate of 4-hydroxypiperidine, results in methyl 4-[(5-{[(2-methoxy-5-methylphenyl)amino]sulfonyl}-1-benzofuran-7-yl)oxy]piperidine-1-carboxylate, which is hydrolysed in alkaline solution giving the title compound.

115010-11-2, As the paragraph descriping shows that 115010-11-2 is playing an increasingly important role.

Reference£º
Patent; Caldirola, Patrizia; Johansson, Gary; Sutin, Lori; US2006/293361; (2006); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.166599-84-4,Benzofuran-4-carboxylic acid,as a common compound, the synthetic route is as follows.

To a mixture of benzofuran-4-carboxylic acid (11 mg), PyBOP (35 mg), DIEA (0.030 mL) in dry DMF (0.15 mL), was added a solution of (2RS)-(2-aminomethyl-azetidin-1-yl)45-(4-fluoro-phenyl)-2-methyl-thiazol-4-A-methanone (20 mg) in dry DMF (0.1 mL). The resulting reaction mixture was stirred at RT for 20 h. The reaction mixture was diluted with EA, washed with water. The aqueous phase was extracted once again with EA, the combined organic extracts were dried (MgSO4), filtered and concentrated to yield a crude light brown oil.FC (EA to DCM/MeOH: 98/2) gave 23 mg (78%) of the title compound as a white solid.LC-MS: rt=0.94 min, 450 [M+H]+.

166599-84-4, The synthetic route of 166599-84-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Actelion Pharmaceuticals Ltd.; US2010/222600; (2010); A1;,
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13099-95-1, Ethyl 3-oxo-2,3-dihydrobenzofuran-2-carboxylate is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A 10-mL glass tube equipped with a stirring bar was charged with benzofuranone 1 (0.60 mmol, 1.5 equiv), nitroallylic acetate 2 (0.40 mmol, 1 equiv), the catalyst K (0.04 mmol, 10 mol %), and CH2Cl2 (4.0 mL). The resulting solution was stirred at rt for 12 h. The solvent was evaporated under reduced pressure and the crude product was directly purified by flash column chromatography (PE/EtOAc from 20:1 to15:1) to provide the desired products 3., 13099-95-1

The synthetic route of 13099-95-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zhao, Long; Raabe, Gerhard; Enders, Dieter; Synthesis; vol. 51; 6; (2019); p. 1391 – 1398;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.209256-42-8,2,3-Dihydrobenzofuran-4-carbaldehyde,as a common compound, the synthetic route is as follows.,209256-42-8

To a solution of 2,3-dihydrobenzofuran-4-aldehyde (1g, 6.7 mmol) (Example 2, Part C) and dimethyl malonate 0.89 g, 6.7 mmol) in benzene (30 mL) was added piperidine (0.11 g, 1.4 mmol) and acetic acid (0.40 g, 6.7 mmol). The resulting solution was stirred for 18 hr with continuous removal of water. The solution was cooled to ambient temperature and concentrated. The residues was chromatographed on silica gel (ethyl acetat:hexane, 3:7) to give the title compound (1.5g).

209256-42-8 2,3-Dihydrobenzofuran-4-carbaldehyde 18787449, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; EP1041980; (2005); B1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.87-41-2,Isobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

To a solution of phthalide (2.5 g, 18.65 mmol) in conc.H2S04 was added a solution of potassium nitrate (2.22 g, 18.65 mmol) in cone. H2S04. The reaction mixture was stirred at 0C for 30 minutes and quenched with water and filtered. The filtrate was concentrated and purified by column chromatography to afford 1.00 g of the title product. 1H NMR (300 MHz, DMSO-Je): delta 5.45 (s, 2H), 7.72 (d, / = 8.4 Hz, 1H), 8.58 (d, / = 8.1 Hz, 1H), 8.78 (s, 1H)., 87-41-2

As the paragraph descriping shows that 87-41-2 is playing an increasingly important role.

Reference£º
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; BANERJEE, Abhisek; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2013/72825; (2013); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.64169-34-2,5-Bromoisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

5-Bromoisobenzofuran-1(3H)-one (18.0 g, 84.5 mmol) was dissolved in DMF (18 mL), and 3-fluorophenol (11.5 mL, 126.8 mmol) and sodium methoxide (28% methanol solution, 24 g, 126.8 mmol) were added. A trap bulb of an evaporator was connected, a nitrogen balloon was set, and the mixture was refluxed under heating at 130C for 10 hr. The reaction mixture was allowed to cool to room temperature, water (100 mL) and 4 mol/L aqueous sodium hydroxide solution (30 mL) were added, and the mixture was washed once with each of diethyl ether (200 mL) and toluene (550 mL). The aqueous layer was adjusted to pH 1-2 by adding 4 mol/L hydrochloric acid (about 20 mL), ethanol (70 mL) was added to a dark-brown aqueous solution, and the mixture was stirred at room temperature overnight. The precipitated crystals were collected by suction filtration with a Hirsch funnel, and washed twice with a mixed solvent of ethanol/water =1/1 (20 ml) to give 4-bromo-2-[(3-fluorophenoxy)methyl]benzoic acid (20.5 g, 75%). ESIMS m/z: 323, 325 (M – H)-; 1H NMR (270MHz, CDCl3, delta): 5.48 (s, 2H), 6.66-6.86 (m, 3H), 7.21-7.32 (m, 1H), 7.58 (dd, J = 8.5, 2.0 Hz, 1H), 7.99 (d, J = 2.0 Hz, 1H), 8.03 (d, J = 8.5 Hz, 1H)., 64169-34-2

64169-34-2 5-Bromoisobenzofuran-1(3H)-one 603144, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Kyowa Hakko Kirin Co., Ltd.; YAMAMOTO, Keisuke; TAMURA, Tomohiro; NAKAMURA, Rina; UENO, Kimihisa; HOSOE, Shintaro; EP2740730; (2014); A1;,
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496-16-2, 2,3-Dihydrobenzo[b]furan is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. 2,3-Dihydrobenzofuran-5-sulfonyl chloride To 3.35 g of dimethylformamide, at 0 C. under an atmosphere of nitrogen, added 6.18 g of sulfuryl chloride. The mixture was stirred 15 min and treated with 4.69 g of 2,3-dihydrobenzofuran. The mixture was then heated at 100 C. for 1.5 h, cooled to about 40 C., poured onto ice, extracted with CH2 Cl2, dried over MgSO4, filtered, and concentrated in vacuo. The residue was taken up in ethyl acetate, cooled to 5 C. for 16 h, and the resultant pink crystals collected by vacuum filtration to provide 6.12 g of the title product. TLC: Rf=0.41, 10% ethyl acetate in hexane. (1 H)-NMR (CDCl3) consistent with structure., 496-16-2

The synthetic route of 496-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Vertex Pharmaceuticals, Incorporated; US5783701; (1998); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.64169-34-2,5-Bromoisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

A three-neck 5L round bottomed flask equipped with a stir bar, Firestone valve, thermocouple, condenser and heating mantle was charged with tri-t-butyl phosphonium tetrafluoroborate (500 mg, 1.72 mmol), palladium (II) acetate (250 mg, 1.1 mmol) and 5-bromo-2-benzofuran-1(3H)- one (100 g, 470 mmol). DMF (1.88 L) was added to the flask, and the mixture was degassedthree times by alternating vacuum and nitrogen purge. Commercially available bromo( 1,3 – dioxolan-2-ylmethyl)zinc solution (1.03 L, 516 mmol) was added via canula and the mixture was again degassed three times. The mixture was then heated at 85 OC for 5 h. Analysis by HPLCMS indicated the reaction was not complete. The mixture was stirred at 85 OC for 5 more h. The mixture was then allowed to return to room temperature for overnight. 2-methylTHF (2L) and brine were added, and the mixture was stirred for 5 mm. The layers were separated and theaqueous layer was extracted again with 2-methylTHF. The organic layers were combined, washed three times with brine (4L each), dried over MgSO4, filtered, and concentrated. The crude product was purified by flash chromatography (1.5 kg silica cartridge), eluting with 0-20% ethyl acetate in dichlromethane to afford 5 -(1,3 -dioxolan-2-ylmethyl)-2-benzofuran- 1(311)-one. LC-MS (IE, m/z): 221 [M+1]+., 64169-34-2

The synthetic route of 64169-34-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; TANG, Haifeng; FRIE, Jessica; FERGUSON, Ronald Dale; GUO, Zhiqiang; SHI, Zhi-Cai; CATO, Brian; FU, Qinghong; WO2015/65866; (2015); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem