Brief introduction of 64169-34-2

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

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Downstream synthetic route of 64169-34-2

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

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

Some tips on 64169-34-2

64169-34-2, As the paragraph descriping shows that 64169-34-2 is playing an increasingly important role.

64169-34-2, 5-Bromoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-Bromoisobenzofuran-1(3H)-one (10.00 g, 47.2 mmol),Benzyltriethylammonium chloride (2.20g, 9.4mmol), boron trifluoride diethyl ether (1.20mL, 9.40mmol), xylene (50mL) was added to the reaction flask, and the reaction solution was replaced with nitrogen three times and then heated to 110 C. Reaction for 30 min. Next, thionyl chloride (8.60 mL, 118.0 mmol) was slowly added dropwise to the above reaction solution, and the mixture was heated to 130 C for 6 hours, cooled to 40-50 C, and the reaction was quenched by dropwise addition of methanol (20 mL). The reaction solution is evaporated under reduced pressure to give a solvent.The title compound 1b (11.40 g, 93.0%) was obtained.

64169-34-2, As the paragraph descriping shows that 64169-34-2 is playing an increasingly important role.

Reference£º
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Cai Jiaqiang; Xie Yinong; You Zejin; Song Changwei; Zhang Jichao; Li Lu; Zhang Qiaoling; Wang Yongqiang; Chen Xing; Jiao Shihu; Li Youqiang; Wang Tao; Zeng Hong; Song Hongmei; Ye Qijun; Su Donghai; Zhou Xin; Zhang Shaohua; Wang Lichun; Wang Jingyi; (122 pag.)CN108341777; (2018); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Brief introduction of 64169-34-2

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

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.

[0177] To a mixture of 5-bromo-2-benzofuran-1(3H)-one (2.0 g, 9.4 mmol) and NBS (2.2 g, 12 mmol) was addedtrifluoromethanesulfonic acid (10 ml) and the mixture was heated to 60 C for 16 hours. TLC showed two new spots,along with some unreacted SM. MPLC purification provided 4,5-dibromo-2-benzofuran-1(3H)-one. LC-MS (IE, m/z): 292[M + 1]+.

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

Reference£º
Patent; Merck Sharp & Dohme Corp.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; (136 pag.)EP2755656; (2016); B1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem