Category: benzofuran

127264-14-6, 5-(2-Bromoethyl)-2,3-dihydrobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3; This example illustrates a process for preparing (S)-2-{1-[2-(2,3-dihydrobenzofuran-5-yl)ethyl]-3-pyrrolidinyl}-2,2-diphenylacetamide or a salt thereof wherein a substantially enantiomerically pure 2,2-diphenyl-2-[(3S)-pyrrolidin-3-yl]acetamide or salt thereof, as determined by the inventive method, is used as an intermediate compound. In particular, this example illustrates that when using 2,2-diphenyl-2-[(3S)-pyrrolidin-3-yl]acetamide having less than 0.2percent of the (R)-enantiomer as determined by the HPLC method of Example 1, the obtained (S)-darifenacin hydrobromide has less than 0.06percent of the (R)-enantiomer of darifenacin hydrobromide as determined by the HPLC method of Example 2.To a flask was added: 2,2-diphenyl-2-[(3S)-pyrrolidin-3-yl]acetamide (54.15 g, 125.8 mmol, 99.63percent ee as determined by chiral HPLC method of Example 1), 5-(2-bromoethyl)-2,3-dihydrobenzofuran (34.86 g, 153.5 mmol), potassium hydroxide (20.78 g, 370.4 mmol), methyltriethylammonium chloride (2.810 g, 18.53 mmol), methylethylketone (170 mL) and water (34.0 mL). The reaction mixture was heated to reflux (approximately 75¡ã C.) and stirred for 6 hours, after which time the reaction mixture was cooled to 20-25¡ã C. After cooling, methylethylketone (96 mL) and water (106 mL) were added with stirring and the layers were separated. Ammonium chloride (106 mL, 10percent aqueous solution) was added to the organic layer with stirring and the layers were separated. The organic layer was evaporated to dryness and methylethylketone (106 mL) was added to the residue. The mixture was stirred until dissolution and hydrobromic acid (13 mL) was added, after which a precipitate formed. The resulting suspension was cooled to 0-5¡ã C. and stirred at this temperature for 2 hours. The suspension was filtered and the solid was washed with methylethylketone (2.x.20 mL). A solid was obtained (90.72 g, l.o.d.=41.51percent, 84.92percent yield, 95.68percent HPLC purity, 99.88percent ee as determined by chiral HPLC method of Example 2).

127264-14-6, The synthetic route of 127264-14-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Medichem, S.A.; US2008/312455; (2008); A1;,
Benzofuran – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.32703-79-0,5-(tert-Butyl)isobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

EXAMPLE I Preparation of dimethyl 4-amino-5-t-butylphthalate A mixture of 70 g. of 4-t-butylphthalic anhydride and 65 ml. of concentrated sulfuric acid was stirred at room temperature while adding 60 ml. of 90% nitric acid. The rate of addition was slow and controlled such that the temperture of the mixture did not go above 60 C, although the nitration reaction can be carried out at any temperature within the range of -20 to 120 C. After the addition was complete (2 hours) an additional 50 ml. of concentrated nitric acid was added over a 20 minute period. The reaction mixture was allowed to cool and was then stirred for 4 days. The mixture was then poured onto 800 g. of ice and the layers allowed to separate. The upper layer (water and acid) was decanted off and the residue dissolved in 500 ml. of ether. The ether solution was washed five times with 100 ml. of water, dried with MgSO4, filtered, and the ether removed under reduced pressure. The residual oil was esterified with 150 ml. of trimethyl orthoacetate by mixing the two and distilling off methanol, methyl acetate, and the excess reagent. The crude product was mixed with 400 ml. of methanol and cooled to 10 C. for 20 hours. Filtering and drying gave 33.2 g. of crystalline material. Recrystallization from methanol (125 ml.) gave 30.1 g. of pure dimethyl 4-nitro-5-t-butylphthalate, m.p. 80 -81 C.

32703-79-0, The synthetic route of 32703-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Standard Oil Company; US4078142; (1978); A;,
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230642-84-9, 4-Vinyl-2,3-dihydrobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To the isolated Ru/salen/pyridine (4 mg, 0.005 mmol) catalyst was charged 4-vinyl-2,3-dihydrobenzofuran (0.37 g, 2.53 mmol) in 4.44 mL of toluene. To the stirred solution was slowly added a solution of EDA (0.32 g, 2.80 mmol) in 1.0 mL of toluene over 30 minutes. After 2.5 hours, an aliquot was removed, and the sample was analyzed by in-process HPLC. The desired cyclopropane ethyl ester was not formed, and only VBF was detected. The catalyst was not active in the promotion of the cyclopropanation of VBF., 230642-84-9

230642-84-9 4-Vinyl-2,3-dihydrobenzofuran 11446416, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; R.P. Scherer Technologies, Inc.; US2007/270593; (2007); A1;,
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7168-85-6, 7-Methoxybenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

TIPS-EBX (8, 342 mg, 0.800 mmol, 2.0 equiv), AuCl (4.6 mg,0.020 mmol, 0.050 equiv), Zn(OTf)2 (289 mg, 0.800 mmol, 2.0 equiv) and benzofuran derivatives 7 (0.40 mmol, 1.0 equiv) were added into CH3CN (2.0 mL) under air. The mixture was stirred for 26 hours at 60 C. Then the mixture was concentrated with silica gel and purified by column chromatography directly., 7168-85-6

The synthetic route of 7168-85-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Yifan; Waser, Jerome; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 1763 – 1767;,
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69999-16-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.69999-16-2,2,3-Dihydrobenzofuranyl-5-acetic acid,as a common compound, the synthetic route is as follows.

EXAMPLE 6 alpha-Sulfo(2,3-dihydro-5-benzofuranyl)acetic acid The title compound is prepared by a modification of the procedure described in J. Am. Chem. Soc., 75, 1653 (1953). To a solution of ethylene chloride is added about 15 mmole of the dioxane-sulfur trioxide reagent and the temperature of the mixture warms to room temperature. (2,3-Dihydro-5-benzofuranyl)acetic acid (10 mmole) is added over a period of 30 minutes. The solution is stirred overnight at room temperature and then poured into cold water. The organic layer is separated and extracted with water. The aqueous extracts are combined with the water layer which is neutralized with sodium hydroxide and evaporated to dryness. The residue is extracted with 70% ethanol. Concentrating the alcohol solution and subsequent cooling gives the sodium salt of alpha-sulfo(2,3-dihydro-5-benzofuranyl)acetic acid.

The synthetic route of 69999-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Richardson-Merrell Inc.; US4138397; (1979); A;,
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10242-10-1, 5-Chlorobenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: (5-Chloro-7-fluoro-1H-indole-2-yl)-carboxylic acid (5a) (50 mg, 0.23 mmol), N,N-diisopropylethylamine (82 mul, 0.47 mmol) and 2-(7-Aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (89 mg, 0.23 mmol) were dissolved in 550 mul N,N-dimethylformamide. After stirring for 10 min 4-methyl-piperazin 6a (26 mul, 0.23 mmol) was added and the reaction mixture was stirred for 16 h at 20 C. The solvent was evaporated under reduced pressure and the crude product was purified using chromatography method P1, yielding 37 mg (53%) of the title compound., 10242-10-1

As the paragraph descriping shows that 10242-10-1 is playing an increasingly important role.

Reference£º
Article; Engelhardt, Harald; De Esch, Iwan J.P.; Kuhn, Daniel; Smits, Rogier A.; Zuiderveld, Obbe P.; Dobler, Julia; Mayer, Moriz; Lips, Sebastian; Arnhof, Heribert; Scharn, Dirk; Haaksma, Eric E.J.; Leurs, Rob; European Journal of Medicinal Chemistry; vol. 54; (2012); p. 660 – 668;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6296-53-3,N-(1,3-Dioxo-1,3-dihydroisobenzofuran-4-yl)acetamide,as a common compound, the synthetic route is as follows.

6296-53-3, [0093] A stirred solution of l-(3-ethoxy-4-methoxyphenyl)-2- methylsulfonylethylamine (1.0 g, 3.7 mmol) and 3-acetamidophthalic anhydride (751 mg, 3.66 mmol) in acetic acid (20 mL) was heated at reflux for 15 h. The solvent was removed in vacuo to yield an oil. Chromatography of the resulting oil yielded the product as a yellow solid (1.0 g, 59% yield): mp, 144 C; 1H NMR (CDC13) delta: 1.47 (t, J=7.0 Hz, 3H, CH3), 2.26 (s, 3H, CH3), 2.88 (s, 3H, CH3), 3.75 (dd, J=4.4, 14.3 Hz, 1H, CH), 3.85 (s, 3H, CH3), 4.11 (q, J=7 Hz, 2H, CH2), 5.87 (dd, J=4.3, 10.5 Hz, 1H, NCH), 6.82-6.86 (m, 1H, Ar), 7.09-7.11 (m, 2H, Ar), 7.47 (d, J= 7 Hz, 1H, Ar), 7.64 (t, J= 8 Hz, 1H, Ar), 8.74 (d, J= 8 Hz, 1H, Ar), 9.49 (br s, 1H, NH); 13C NMR (CDC13) delta: 14.61, 24.85, 41.54, 48.44, 54.34, 55.85, 64.43, 111.37, 112.34, 115.04, 118.11, 120.21, 124.85, 129.17, 130.96, 136.01, 137.52, 148.54, 149.65, 167.38, 169.09, 169.40; Anal Calc’d. for C22H24NO7S : C, 57.38; H, 5.25; N, 6.08. Found: C, 57.31; H, 5.34; N, 5.83.

As the paragraph descriping shows that 6296-53-3 is playing an increasingly important role.

Reference£º
Patent; CELGENE CORPORATION; DAY, Robert; (60 pag.)WO2016/25686; (2016); 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-l(3H)-one (1.0 g, 4.69 mmol), NBS (835 mg, 4.69 mmol), and carbon tetrachloride (15.6 mL) were heated to reflux in a 50 mL flask carrying a reflux condenser equipped with a drying tube. The reaction mixture was exposed to light of an ordinary 100-W unfrosted light bulb placed 6-8″ from the flask. After 30 min, the succinimide was removed by filtration and the filtrate was concentrated under atmospheric pressure to give crude 3,5-dibromoisobenzofuran-l(3H)-one. To 3,5-dibromoisobenzofuran-l(3H)-one was added methanol directly to afford 5-bromo-3-methoxyisobenzofuran-l(3H)-one. LC/MS: [(M+l)]+ = 244

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; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; PIO, Barbara; CHOBANIAN, Harry, R.; SHI, Zhi-Cai; DONG, Shuzhi; GUO, Yan; WALSH, Shawn, P.; GUO, Zhiqiang; FERGUSON, Ronald, D.; CATO, Brian; (114 pag.)WO2016/60941; (2016); A1;,
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Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24673-56-1,3-Methylbenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of the 3-methylbenzofuran-2-carboxylic acid (0.57 mmol) in anhydrous THF (5 mL) was added LDA (1.19 mmol) at 0 C. The resulting red solution was stirred for 30 min then a solution of 1 -(2-bromoethoxy)naphthalene (0.57 mmol) in 1 mL of THF (lmL) was added to the reaction mixture. The cooling bath was removed and stirring was continued for 12 h. The reaction was quenched by addition of saturated NH4C1 aqueous solution (5 mL), and the THF was removed under vacuum. The aqueous layer was extracted with EtOAc, and the organics were combined and dried over Na2S04. The mixture was concentrated and purified by flash chromatography (Combi-flash Rf Hexane/EtO Ac gradient) to give the title compound. MS (ES) 347.1 (M+H), 24673-56-1

24673-56-1 3-Methylbenzofuran-2-carboxylic acid 600591, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; VANDERBILT UNIVERSITY; LEE, Taekyu; PELZ, Nicholas F.; BELMAR, Johannes; BIAN, Zhiguo; OLEJNICZAK, Edward T.; FESIK, Stephen W.; CHAUDER, Brian A.; WO2014/47427; (2014); A2;,
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Benzofuran | C8H6O – PubChem

19477-73-7, 6-Bromoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-Bromo-3H-isobenzofuran-1-one (5.0 g, 23.47 mmol) was weighed and added to a three-neck bottle.Measure tetrahydrofuran: methanol: water (2:1:1, 80 mL), add to a three-neck bottle, stir for 10 minutes.After dissolution, lithium hydroxide (3.45 g, 70.42 mmol) was added and stirred at room temperature for 16 hours.After the reaction of the raw materials was monitored by thin layer chromatography, the reaction mixture was concentrated, and water (100 mL) was added.The pH was adjusted to 3 with 2N hydrochloric acid and extracted three times with 100 mL of ethyl acetate.The organic phase is then washed with water and the organic phase is washed with saturated sodium chloride.Dried over anhydrous sodium sulfate, filtered and concentrated.This gave 3.3 g (91%) of a white solid.

19477-73-7, The synthetic route of 19477-73-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shanghai Yilishe Biological Co., Ltd.; Zhang Lihai; Gao Zhichao; Huang Ximing; Liu Hui; Hu Min; Jiang Yan; (72 pag.)CN108250058; (2018); A;,
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