Category: benzofuran

253429-31-1, 7-Bromo-4-fluorobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 57 A mixture of 7-bromo-4-fluoro-1-benzofuran (5.30 g), zinc cyanide (1.74 g), tetrakis(triphenylphosphine)palladium(0) (2.85 g), and N,N-dimethylformamide (160 mL) was stirred at 100C for 2.5 hours under argon atmosphere. After cooling to room temperature, the reactant was poured into water and extracted with ethyl acetate. Insolubles were filtered off using celite. The organic layer was washed with brine, dried and concentrated. The obtained residue was purified by silica gel column chromatography to obtain 4-fluoro-1-benzofuran-7-carbonitrile (3.63 g). 1H-NMR (300 MHz, CDCl3) delta: 6.96 (1H, d, J=2.4 Hz), 7.03 (1H, d, J=8.7 Hz), 7.60 (1H, dd, J=8.7 and 5.1 Hz), 7.74 (1H, d, J=2.4 Hz). IR (KBr) 2232, 1497, 1271 cm-1, 253429-31-1

As the paragraph descriping shows that 253429-31-1 is playing an increasingly important role.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP1553074; (2005); A1;,
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10035-16-2, Benzofuran-5-carbaldehyde is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Methylamine (40 wt % aqueous, 2.0 mL, 23 mmol) was added to a stirred solution of 5-formylbenzofuran (8.2 g, 56 mmol) in MeOH (55 mL). After stirring for 20 min, the mixture was cooled with an ice-water bath for 35 min, and then NaBH4 (1.3 g, 34 mmol) was added portionwise over 15 min. After stirring for 30 min, H2O (5 mL) was added to quench any remaining hydride. After stirring for 15 min, the MeOH was removed in vacuo, the residue was dissolved in 1 N HCl, and then was extracted (2¡Á) with Et2O. The aqueous phase was made strongly alkaline (pH 11) by adding excess conc. NH4OH, then extracted (2¡Á) with Et2O. The organic phase was washed with satd. NaCl , dried over Na2SO4, filtered, and the solvent was removed in vacuo to give compound the reductive alkylation product (4.2 g, theoretical yield=3.8 g) as a clear, yellow liquid: 1H NMR (300 MHz, CDCl3) delta7.61 (d, J=2.3 Hz, 1H), 7.54 (s, 1 H), 7.45 (s, 1 H), 7.25 (dd, J=8.5, 1.7 Hz, 1 H), 6.74 (d, J=2.7 Hz, 1 H), 3.83 (s, 2 H), 2.47 (s, 3 H).

10035-16-2, The synthetic route of 10035-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Molino, Bruce F.; Berkowitz, Barry; Cohen, Marlene; US2006/111385; (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.496-16-2,2,3-Dihydrobenzo[b]furan,as a common compound, the synthetic route is as follows.

Chlorination using NCS has been found to be applicable for use with a wide range of aromatic starting materials or substrates, as is shown in Table 2. All the substrates treated with 1 equivalent of NCS and 5 mole % of ZrCU afforded the corresponding chlorinated compounds. The reaction at room temperature afforded a high yield of chlorinated product with high regioselectivity. In some cases, a small amount of regioisomers (Entry 3) or dichlorinated products (Entries 4 and 5) were observed.Table 2 ZrCIj Catalyzed Chlorination of Aromatic Compounds by NCS2-CI : 4-CI (13: 87)b EPO 1 -CI : 1 ,4-di-CI(83: 17)ba Reaction conditions. Substrate (0.5 mmol), NCS (0.5 mmol), ZrCI4 (5 mol %), CH2CI2 (4 mL). b Determined by 1H NMR. c See spectroscopic data for characterization.

496-16-2, 496-16-2 2,3-Dihydrobenzo[b]furan 10329, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; UNIVERSITY OF CHICAGO; JAPAN SCIENCE AND TECHNOLOGY AGENCY; WO2007/27917; (2007); A2;,
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1914-60-9, 2,3-Dihydrobenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 9; 5-Iodo-2,3-dihydro-1-benzofuran-2-carboxylic acidTo a solution of the compound of Preparation 10 (39.5 g, 241.0 mmol) in acetic acid (395 ml) was added benzyltrimethylammonium dichloroiodate (125.0 g, 359.0 mmol) and zinc chloride (49.5 g, 363.0 mmol). The reaction mixture was stirred at room temperature for 40 h and then quenched with water (500 ml) and tert-butyl methyl ether (200 ml). The mixture was extracted with dichloromethane (6¡Á200 ml) and the combined extracts were washed with aqueous sodium thiosulphate solution (10%, 3¡Á250 ml) and brine (200 ml), dried (MgSO4) and concentrated in vacuo. To the residue was added cyclohexane (200 ml) and the solution was heated to reflux, before addition of tert-butyl methyl ether to solubilize the residue. The solution was cooled to 0 C. and the resulting precipitate was collected by filtration and dried in vacuo to give the title compound (44.1 g).Experimental (M-H+)- 289.0; expected 289.0

1914-60-9, As the paragraph descriping shows that 1914-60-9 is playing an increasingly important role.

Reference£º
Patent; PFIZER LIMITED; US2008/200540; (2008); A1;,
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87-41-2, Isobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of phthalide 1 (1 eq, 22 mmol, 3.0 g) in 30 mL ofH2SO4 (95e98%) was added dropwise at 0 C to a solution of KNO3(1.2 eq, 26.0 mmol, 2.63 g) in 12 mL of H2SO4 (95e98%). The reaction mixture was stirred at room temperature for 2h30 and then poured on ice. The resulting precipitate was filtered under reducedpressure and washed with distilled water. The filtrate was onceagain filtered under reduced pressure and the remaining solid waswashed with distilled water. The combined solids were dried under reduced pressure to give 6-nitroisobenzofuran-1(3H)-one 11(3.41 g, 87%) as an off-white solid; Rf (petroleum ether/ethyl acetate:70/30) 0.19; 1H NMR (300 MHz, CDCl3) d (ppm): 8.78 (d, J 2.1,0.7 Hz, 1H), 8.58 (dd, J 8.4, J 2.1 Hz, 1H), 7.72 (dd, J 8.4,J 0.7 Hz, 1H), 5.45 (s, 2H); HRMS (ESI): C8H5O4N [MNa],calculated 202.0111, found 202.0105. The spectral data was in accordance with the literature [24].

87-41-2, The synthetic route of 87-41-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Christine, Thifanie; Tabey, Alexis; Cornilleau, Thomas; Fouquet, Eric; Hermange, Philippe; Tetrahedron; vol. 75; 52; (2019);,
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4265-16-1, Benzo[b]furan-2-carboxaldehyde is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4265-16-1

To a stirred solution of compound 2 (2.27 g, 14.30 mmol) in methanol (20 mL) at 0 C sodium borohydride (0.65 g, 17.16 mmol) was added in three portions over a period of 15 minutes, and then at room temperature for 2 h. TLC was used to monitor the reaction progress. A small amount of dilute HCl (1N) was added and the mixture was stirred for 20 min. The solvent was evaporated under vacuum and the residue was purified on silica gel column (petroleum ether:EtOAc = 5:1) to give product 3 (2.03 g, 96%) as white powder. 1H NMR (400 MHz, CDCl3): delta 7.45-7.35 (2H, m, H-4,7), 7.20-7.10 (2H, m, H-5,6), 6.46 (1H, s, H-3), 4.60 (2H,s, CH2), 4.34 (1H, br. s, OH). 13C NMR (100 MHz, CDCl3): delta 156.83 (C-7a), 155.32 (C-2), 128.34 (C-3a), 124.32 (C-6), 122.84 (C-5), 121.18 (C-4), 111.27 (C-7), 104.07 (C-3), 57.66 (CH2).

4265-16-1 Benzo[b]furan-2-carboxaldehyde 61341, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Shi, Yi-Min; Yang, Li-Juan; Chen, Wen; Sun, Cheng-Jun; Xu, Xiao-Liang; Zhou, Shu-Ya; Zhang, Hong-Bin; Yang, Xiao-Dong; Letters in drug design and discovery; vol. 11; 8; (2014); p. 975 – 984;,
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6940-49-4, 3-Bromophthalide is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Isobenzofuran-1(3H)-one (0.4 mmol), KOH (0.4 mmol), PhSiH3 (1.2 mmol), dried THF (2 mL) were charged in a Schlenk tube(15 mL) under N2 atmosphere. The mixture was refluxed for 4 h. After cooling to rt, the reaction was quenched with EtOH(0.5-1 mL). Solvent was removed under reduced pressure and the crude residue was purified by column chromatography on silica gel with petroleum ether-ethyl acetate as the eluent to afford the desired product., 6940-49-4

As the paragraph descriping shows that 6940-49-4 is playing an increasingly important role.

Reference£º
Article; Liu, Bin; Zhou, Xigeng; Chinese Chemical Letters; vol. 30; 3; (2019); p. 725 – 728;,
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77095-51-3, Benzofuran-6-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

77095-51-3, Benzofuran-6-carboxylic acid (compound of formula VI, 2.0 gm), N,N- Dimethylformamide (20 mL) and Triethylamine (3.74 gm) were charged into a 2000 mL RBF and the mixture was cooled to 10 C. HATU (5.63 gm) was charged into the mass and stirred for 30 minutes. Added above aqueous layer containing compound of formula II at 20 C and stirred for 1 hour. 1N aqueous hydrochloric acid (100 mL) was added and stirred for 10 minutes. Gummy solid was formed. The aqueous layer was decanted. Sodium carbonate solution (100 mL) and ethylacetate (60 mL) were added to the gummy mass and stirred for 30 minutes. Layers separated and the aqueous layer was washed with ethylacetate (60 mL). The aqueous layer was acidified with 1 N aqueous hydrochloric acid (100 mL) and stirred for 30 minutes. The precipitation was faltered and the wet solid was washed with water (20 mL). The solid was dried under vacuum at 50 C for 3 hours to yield 1 .5 gm of Lifitegrast. Purity: 94.85% by HPLC.

77095-51-3 Benzofuran-6-carboxylic acid 17867234, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; DR. REDDY’S LABORATORIES LIMITED; ACHANTA, Srinivas; CHAKKA, Ramesh; DAHANUKAR, Vilas Hareshwar; CHANDRASEKHAR, Elati Ravi Rama; BHIMAVARAPU, Srinivasa Reddy; MADARABOINA, Mahendar; (35 pag.)WO2019/26014; (2019); A1;,
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23681-89-2, 2,3-Dihydrobenzofuran-6-ol is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: NaH (12.0mmol) was added to a solution of 1 or 722 (1.88g, 10.0mmol) and substituted phenol (12.0mmol) in DMF (50mL) at room temperature under N2, and the mixture was stirred at 80¡ãC for 10h. Water was added to the cooled mixture, and the mixture was extracted with EtOAc several times. The combined organic layers were washed with water, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The crude residue was purified by silica gel column chromatography to obtain purified compound 2, or crude 2 was used directly for the next reaction without further purification., 23681-89-2

The synthetic route of 23681-89-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Shinozuka, Tsuyoshi; Tsukada, Tomoharu; Fujii, Kunihiko; Tokumaru, Eri; Shimada, Kousei; Onishi, Yoshiyuki; Matsui, Yumi; Wakimoto, Satoko; Kuroha, Masanori; Ogata, Tsuneaki; Araki, Kazushi; Ohsumi, Jun; Sawamura, Ryoko; Watanabe, Nobuaki; Yamamoto, Hideki; Fujimoto, Kazunori; Tani, Yoshiro; Mori, Makoto; Tanaka, Jun; Bioorganic and Medicinal Chemistry; vol. 26; 18; (2018); p. 5099 – 5117;,
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Benzofuran | C8H6O – PubChem

550998-59-9, 7-Bromobenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

550998-59-9, 4.0 g [(16.] 59 mmol) [7-BROMBENZOFURAN-2-CARBONSaeURE] (Beispiel 29A), 3.3 g (16.59 mmol) [(S)-3-AMINOCHINUKLIDIN-DIHYDROCHLORID,] 7.57 g (19.91 mmol) HATU, 10.41 mL (59.74 mmol) N, N-Diisopropylethylamin und [21] mL DMF werden gemaess der allgemeinen Arbeitsvorschrift C umgesetzt. Das Solvens wird unter reduziertem Druck entfernt, das Rohprodukt in 100 mL Essigsaeureethylester aufgenommen und 15-mal mit insgesamt 1.5 L 1 N Natronlauge gewaschen. Die organische Phase wird ueber Magnesiumsulfat getrocknet und vom Solvens befreit. Es werden 5.0 g [(85] % d. Th. ) der Titelverbindung isoliert. Die analytischen Daten stimmen mit denen aus Beispiel 30A ueberein. [alpha20 D] =-28. [0] (c = 0.1, Methanol).

The synthetic route of 550998-59-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER HEALTHCARE AG; WO2003/104227; (2003); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem