Category: 10016-52-1

10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 10016-52-1

250mL 2 necked flask equipped with a 10-phenyl-2 ‘- (4,4,5,5-tetra-methyl -1,3,2-dioxa-beam as is -2 yl) -10H- spiro [acridine -9,9’- fluorene] (3g, 5.62mmol), 2,8- di-bromo-modify-benzo [b, d] furan (2,8-dibromodibenzo [b, d] furan) (0.95 g, 2.25 mmol) , tetrakis (triphenylphosphine) palladium (0) (0.13g, 0.112 mmol), potassium carbonate (1.5g, 11.2mmol), tetrahydrofuran: water (3: 1) is dissolved in the mixture was stirred under reflux.After 12 hours After cooling to room temperature, extracted with dichloromethane, and then after drying the water with magnesium sulfate to remove the solvent.Hexane: ethyl acetate (10: 0.5) and the column with the solvent, to filter the resulting solid was precipitated with petroleum ether to give a white solid Compound B 1.5g (68% yield)

The synthetic route of 10016-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG DISPLAY CO., LTD.; Bae, Sook Young; Song, In Bum; Yun, Gyung Jin; Lee, Sang Ho; Noh, Hyo Jin; Yun, Dae Wei; Haw, Hay Ryong; Kim, Chun Gi; (17 pag.)KR2015/65385; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. name: 2,8-Dibromodibenzo[b,d]furan

1b) 2,8-Bis-((E)-styryl)-dibenzofuran Tetrethylamine hydroxide (13.6 g, 18.4 mmol), tetrakis(triphenylphosphine)palladium(0) (142 mg) and trans-2-phenylvinylboronic acid (2.3 g, 15.3 mmol) are added to a solution of the product from example 1a) (2.00 g, 6.14 mmol) in N,N’-Dimethylacetamide (DMA) (30 ml). The mixture is then stirred at 110 C. for 24 hours. The reaction mixture is cooled to room temperature and poured into H2O. A gray crude product is obtained after filtration and washing with n-hexane. The crude product is purified by silicagel column chromatography with CH2Cl2, which result in a white solid (71% yield, mp.: 226 C.). 1H-NMR (CDCl3, ppm): 7.26-7.30 (m, 6H), 7.39 (t, 4H), 7.54-7.58 (m, 6H), 7.65 (dd, 2H), 8.12 (d, 2H)

The synthetic route of 2,8-Dibromodibenzo[b,d]furan has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tanabe, Junichi; Oka, Hidetaka; Yamamoto, Hiroshi; US2009/131673; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 2,8-Dibromodibenzo[b,d]furan

General procedure: 3.26 g of 2,8-dibromodibenzofuran, 1.9 g of pyridin-2-ol, 0.2 g of CuI, 0.2 g of 1,10-phenanthroline, and 6.3 g of K3PO4 were added to 200 mL of dimethylformamide (DMF) and stirred at a temperature of 160 C. for 24 hours. After cooling, 400 mL of a mixed solution including brine ice was added thereto, and a reaction mixture was precipitated, filtered, and washed with water. An organic layer obtained therefrom by washing the reaction mixture with ethyl acetate and water three times was dried by using MgSO4 and dried under reduced pressure. Column chromatography was used to obtain 1.77 g (yield: 50%) of Intermediate 1-1.

The synthetic route of 2,8-Dibromodibenzo[b,d]furan has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung Display Co., Ltd.; SIM, Munki; KO, Soobyung; KIM, Sungbum; PARK, Junha; AHN, Heechoon; LEE, Hyoyoung; JEON, Mina; JUN, Mieun; HAN, Junghoon; KIM, Youngkook; HWANG, Seokhwan; (93 pag.)US2019/296253; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. category: bromides-buliding-blocks

To a 250 ml three-mouth bottle adding 5.04g (0.022 muM) precursor 1 (through the implementation of example one preparation) and 3.26g (0.01 muM) 2, 8 – dibromodiphenyl benzofuran, the mixture thus obtained is VI, VI is added to the mixture in the 40g toluene. Opening stirring, system for the picture and the turbid, N2Replacement system 10min. In the system by adding 2.8g (0.025 muM) tert-butanolate, 0.18g (2 × 10-4Mol) Pd2(Dba)3And 0.12g (4 × 10-4Mol) tri-butyl phosphine four fluoroborates, 80 C reaction 8 hours. The said technological, cooling to 20 – 25 C, the reaction liquid filtration, filtrate directly filtering of the silica gel column, eluting with toluene, the solvent under reduced pressure, to be brownish red color oil of 6.5g. In the above-mentioned crude product in adding toluene and hexane recrystallization (mass ratio of 2:1), vacuum drying oven drying 3h, gain the light yellow powder 2.5g, yield: 40.2%.

The synthetic route of 2,8-Dibromodibenzo[b,d]furan has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CECEP Wanrun Co., Ltd.; Ren Huicai; Pang Maoyin; Yang Fushan; Tian Shaozhen; Shi Rujin; Hu Baohua; (14 pag.)CN105153085; (2017); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 10016-52-1,Some common heterocyclic compound, 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, molecular formula is C12H6Br2O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a two-necked flask were added A-1-1 (2.5 g), B-1 (3.6 g) And sodium tert-butoxide (4.4 g) was added thereto. The flask was filled with di-gassed toluene (46 mL) and heated to 100 C. Pd [P (t-Bu) 3] 2 (200 mg), Pd And the mixture was stirred at the same temperature for 17 hours. Diluted with DCM (100 mL) and filtered through SiO2. The filtered solution was depressurized to remove the solvent, and the residue was dissolved in THF in EA and then recrystallized to obtain A-1 (final) (1.5 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,8-Dibromodibenzo[b,d]furan, its application will become more common.

Reference:
Patent; LG Chem, Ltd.; Lee Chung-hwan; Bae Jae-sun; Lee Jae-cheol; Kim Hwa-gyeong; Shin Ji-yeon; (37 pag.)KR2018/92782; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 10016-52-1, A common heterocyclic compound, 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, molecular formula is C12H6Br2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

[0001083] To a solution of Compound 302B (324 mg, 1 mmol) in THF (20 mL) was added n-BuLi (2.5 M, 0.4 mL, 1.06 mmol) under nitrogen at -60 C. It was stirred at -60 C for 0.5 h. And then a solution of diethyl oxalate (0.4 mL, 3 mmol) in THF (5 mL) was added. The mixture was stirred at -60 C for 0.5 h, quenched with saturated ammonium chloride solution (200 mL), extracted with ethyl acetate (20 mL x 3), washed with brine (20 mL), dried over anhydrous sodium sulfate, and purified with flash column chromatography on silica gel (ethyl acetate in petroleum ether, 5% v/v) to furnish Compound 302C.

The synthetic route of 10016-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; BRIDGES, Alexander, James; WO2015/42397; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, A new synthetic method of this compound is introduced below., HPLC of Formula: C12H6Br2O

To a round bottom flask triphenylen-2-ylboronic acid 8.4g, 2,8-dibromodibenzo[b,d]furan 10.0g dissolved in toluene 280 ml K2CO3(2M) 46 ml and Pd(PPh3)4 1.1g After putting the mixture was stirred under reflux. Check the reaction by TLC and the reaction was terminated after addition of water. After the organic layer was extracted with MC and the residue was filtered under reduced pressure, re-crystallized to give an intermediate I1-1 8.1g (56% yield).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Dongjin SemiChem Co. Pvt. Ltd.; Ham, Ho-Wan; Kim, Bong-Ki; Kim, Seong-Hun; Ahn, Hyun-Chul; Kim, Hee-Ju; Kim, Dong-Jun; Lee, Hyung-Jin; Lim, Dong-Hwan; Ahn, Ja-Eun; (42 pag.)KR2016/80090; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 10016-52-1, A common heterocyclic compound, 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, molecular formula is C12H6Br2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 10 Synthesis of Compound 5 To a 20 mL DMSO solution of 2,8-dibromodibenzofuran (1 g, 3.07 mmol) was added bispinacolatiodiboron (1.74 g, 6.75 mmol), KOAc (2 g, 21 mmol) and PdCl2(PPh3)2 (149 mg, 0.21 mmol), and the solution was stirred at 80 C. for 24 h. The catalyst was removed by filtration and washed with CH2Cl2 after the reaction mixture was cooled to room temperature. The filtrate was then washed with de-ionized H2O (50 mL) for five times, and the organic layer was dried over Mg2SO4, filtrated, concentrated and purified by column chromatography on silica gel (hexane/EtOAc=10:1) to give 2,8-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dibenzofuran (0.4 g, 31%). 1H NMR (400 MHz, CDCl3) delta 8.51 (s, 2H), 7.92 (d, 2H), 7.57 (d, 2H), 1.40 (s, 24H).

The synthetic route of 10016-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENERAL ELECTRIC COMPANY; US2009/289224; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, A new synthetic method of this compound is introduced below., HPLC of Formula: C12H6Br2O

A mixture of 10 g (30.7 mmol) of 2,8-dibromodibenzo[b,d]furan, 6.07 g (30.7 mmol) of [1,1?-biphenyl]-2-ylboronic acid, 0.35 g (0.3 mmol) of Pd(Ph3)4, 30.7 ml of 2M Na2CO3, 80 ml of EtOH and 160 ml of toluene was degassed and placed under nitrogen, and then heated to reflux for 12 hrs. After the reaction finished, the mixture was allowed to cool to room temperature. Subsequently, the solvent was removed under reduced pressure, and the crude product was purified by column chromatography, yielding 6.8 g of 2-([1,1?-biphenyl]-2-yl)-8-bromodibenzo[b,d]furan as white solid (55.5%). 1H NMR (CDCl3, 400 MHz): chemical shift (ppm) 8.19(s, 1H), 7.88-7.81 (m, 5H), 7.74-7.72 (s, 2H), 7.52-7.39 (m, 7H)

The synthetic route of 10016-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LUMINESCENCE TECHNOLOGY CORPORATION; Yen, Feng-Wen; Chuang, Li-Chieh; (84 pag.)US2020/111971; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 10016-52-1, Product Details of 10016-52-1

2,8-Dibromodibenzofuran (1) (0.5 g, 1.53 mmol), 3,6-di-tert-butyl-9H-carbazole (2) (1.30 g, 4.66 mmol), Pd(OAc)2 (0.02 g, 0.096 mmol), tri-tert-butylphosphine solution (1.0 M in toluene) (0.06 g, 0.29 mmol), potassium tert-butoxide (0.29 g, 3.02 mmol) and 20 ml of dry toluene were heated at 110 C for 24 h under nitrogen. After cooling, the reaction mixture was diluted with ethyl acetate and the organic phase was washed with water and brine. After being dried over NaSO4 and filtered, the solvent was removed and the residue was purified by column chromatography using nhexane/ ethylacetate (7:1) as an eluent and crystallized from the eluent mixture of solvents to obtain DBO as white solid (0.54 g, yield: 49%); m.p. 155-156 C. 1H NMR (400 MHz, CDCl3, ppm): delta 8.10 (d, 3H, J 2.1 Hz, Ar), 8.02 (d, 1H, J 2.1 Hz, Ar), 7.85 (d, 1H, J 8.6 Hz, Ar), 7.68 (d, 1H, J 8.6 Hz, Ar), 7.60e7.50 (m, 3H, Ar), 7.47-7.38 (m, 5H, Ar), 7.26e7.20 (m, 3H, Ar), 7.17 (s, 1H, Ar), 1.40 (s, 36H, 12 -CH3). 13C NMR (75.4 MHz, CDCl3, ppm): delta 156.9, 154.8, 142.8, 139.9, 133.1, 127.8, 126.3, 125.6, 123.9, 123.6, 123.1, 120.9, 119.4, 116.2, 112.7, 111.9, 109.1, 34.7, 32.1. MS (APCI, 20 V), m/z: 724 ([M+H]+). Elemental analysis: calcd (%) for C52H54N2O: C 86.38, H 7.53, N 3.87, O 2.21; found C 86.43, H 7.54, N 3.81.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Gudeika, Dalius; Volyniuk, Dmytro; Grazulevicius, Juozas V.; Skuodis, Eigirdas; Yu, Sian-Yin; Liou, Wei-Tong; Chen, Li-Yin; Shiu, Yi-Jiun; Dyes and Pigments; vol. 130; (2016); p. 298 – 305;,
Bromide – Wikipedia,
bromide – Wiktionary