Category: 34598-50-0

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 34598-50-0, name is 5-Bromo-2,3-dihydro-1H-inden-1-ol, molecular formula is C9H9BrO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Application In Synthesis of 5-Bromo-2,3-dihydro-1H-inden-1-ol

[001036] Part B. Preparation of l-azido-5-bromo-2,3-dihydro-lH-indene.; [001037] A solution of the product from Part A (l.Olg, 4.73mmol) in toluene (8.ImL) was treated with the diphenyl phosphoroyl azide (1.23mL, 1.56g, 5.67mmol) followed by cooling to O0C. The solution was treated dropwise with DBU (855muL, 863mg, 5.67mmol) followed by stirring at O0C for 2h, and then warming to room temperature for 48h. The mixture was diluted with ethyl acetate and extracted with water and 1 M citric acid solution, and then with saturated sodium chloride solution. Drying (Na2SO4) and concentration in vacuo afforded a brown oil, which was purified by flash chromatography, eluting with 5-50 % ethyl acetate in hexanes. These procedures afforded the title compound (889mg, 79%) as a light yellow oil.

With the rapid development of chemical substances, we look forward to future research findings about 34598-50-0.

Reference:
Patent; ABBOTT LABORATORIES; WO2009/39134; (2009); A1;,
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Application of 34598-50-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.34598-50-0, name is 5-Bromo-2,3-dihydro-1H-inden-1-ol, molecular formula is C9H9BrO, molecular weight is 213.07, as common compound, the synthetic route is as follows.

Commercially available 5-bromoindanone (5.1 g, 24.3 mmol) was diluted into methanol (150 mL), cooled to 0 0C, and treated with sodium borohyd?de (1.8 g, 48.6 mmol). The reaction mixture was warmed to room temperature, aged overnight, and then partitioned between water and methylene chloride, the organic phase separated, dried and concentrated in vacuo. The clean crude alcohol (5.0 g, 97%) was isolated and used in the next step without purification. This hydroxybromoindane (5.04 g, 23.6 mmol) was diluted into toluene (100 mL), treated with catalytic p-toluenesulfomc acid (400 mg), and the reaction mixture refluxed under Dean-Stark trap conditions for 6 h. The mixture was cooled to room temperature, extracted with saturated aqueous sodium bicarbonate, and the organic phase separated, d?ed and concentrated in vacuo. The clean crude bromoindene (4.6 g, 100%) was isolated as an oil and used in the next step without purification. This bromoindene (4.5 g) was diluted into (1 : 1) methanol-methylene chloride (150 mL), chilled to -78 0C, and treated with ozone for 30 minutes, removed from the ozonator, warmed to room temperature, and treated with solid sodium bicarbonate (2.5 g) and dimethylsulfide (3 mL). The reaction mixture was aged for 14 h, treated with 78% ammonium hydroxide in water (30 mL), and the mixture maintained at room temperature overnight. The reaction mixture was then concentrated in vacuo, re-dissolved in ethyl acetate, washed with saturated aqueous sodium bicarbonate, and the organic phase separated, dried and concentrated in vacuo. The crude product was purified by flash column chromatography (Biotage, SiO2, 20% EtOAc-heptane) to provide the solid bromoisoqumolme. EXAMPLE 59 was prepared from this bromoisoqumohne by first Heck coupling in a similar manner as described in EXAMPLE 53 above and illustrated in Scheme 8. The resultant lsoquinohne acrylamide methyl ester intermediate was saponified with LiOH, and the acid reduced with p-toluenesulfonyl hydrazide, both in a similar manner as described in the examples above to provide the desired product. LCMS m/z 321 (M++ 1)

Statistics shows that 34598-50-0 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2,3-dihydro-1H-inden-1-ol.

Reference:
Patent; MERCK & CO., INC.; WO2006/52555; (2006); A2;,
Alcohol – Wikipedia,
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Electric Literature of 34598-50-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.34598-50-0, name is 5-Bromo-2,3-dihydro-1H-inden-1-ol, molecular formula is C9H9BrO, molecular weight is 213.07, as common compound, the synthetic route is as follows.

5-bromo-l-phenoxy-2,3-dihydro-lH-indene. A solution of 5-bromo-2,3-dihydro-lH- inden-l-ol (1 g, 4.7 mmol), phenol (835 mg, 8.9 mmol) and triphenylphosphine (1.8 g, 6.9 mmol) in anhydrous tetrahydrofuran (70 mL) was stirred at 0C under nitrogen atmosphere. To this mixture was added dropwise diisopropyl azodicarboxylate (1.4 g, 6.9 mmol) over 5 minutes. Until TLC indicated that starting material was consumed, the solvent was evaporated in vacuo and the resulting oil was purified by column chromatography (silica gel, hexane/ethyl acetate = 1/1) to give the product 5-bromo-l-phenoxy-2,3-dihydro-lH-indene (1.1 g, 85%) as a white solid. LRMS (M + H+) mlz: calcd 288.01; found 288. 1H NMR (300MHz, CDC13): delta 7.46-7.27 (m, 6H), 7.02 (s, 1H), 6.99-6.98 (m, 1H), 5.73-5.70 (m, 1H), 3.14-3.09 (m, 1H), 2.96-2.95 (m, 1H), 2.59-2.54 (m, 1H), 2.27-2.23 (m, 1H).

Statistics shows that 34598-50-0 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2,3-dihydro-1H-inden-1-ol.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COOK, Andrew; GAGNON, Alexandre; HARMANGE, Jean-christophe; NAVESCHUK, Christopher, G.; WO2013/75083; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 34598-50-0, 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. 34598-50-0, name is 5-Bromo-2,3-dihydro-1H-inden-1-ol. A new synthetic method of this compound is introduced below.

Step B: [(5-bromo-2,3-dihvdro-lH-inden-yl’)oxy]ft-butyl)dimethylsilane 5-bromoindan-l-ol (260 mg, 1.22 mmol) obtained in Step A was dissolved in methylene chloride (50 mL) and the mixture was cooled to 00C, followed by addition of trimethyldimethylsilyl trifluoromeihane sulfonate (355 mg, 1.34 mmol). After stirring for 30 min, the reaction temperature was elevated to room temperature. The reaction was terminated with addition of a saturated aqueous solution of ammonium chloride, followed by extraction with a 0.5N HCl aqueous solution. The organic layer was taken, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was directly used in subsequent reactions without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,34598-50-0, 5-Bromo-2,3-dihydro-1H-inden-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; LG LIFE SCIENCES, LTD.; WO2009/38411; (2009); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 34598-50-0 ,Some common heterocyclic compound, 34598-50-0, molecular formula is C9H9BrO, 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.

5-Bromo-1-indanol (1.0 g, 4.7 mmol) of Step A was dissolved in thionyl chloride (10 mL). After stirring at room temperature for 2 hrs, the solution was concentrated under vacuum. The residue was taken up in DMF (10 mL). To the mixture were added tert-butyl (3S)-3-methylpiperazine-1-carboxylate (0.94 g, 4.7 mmol), NaI (2 g, 13 mmol) and triethylamine (1.5 mL, 10 mmol). The resulting solution was stirred at 70 C. overnight. After cooling to room temperature, water was added. The solution was extracted with EtOAc twice. The combined EtOAc layers were washed with brine, dried over MgSO4 and concentrated. Column chromatography on silica (50% EtOAc in hexane) provided two isomers. Isomer 1 (fast moving isomer): 0.36 g; MS calculated for C19H27BrN2O2 (M+H)+ 395; found 395.1, 397.0. Isomer 2 (slow moving isomer): 0.33 g; MS found 395.1, 397.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,34598-50-0, its application will become more common.

Reference:
Patent; Xue, Chu-Biao; Cao, Ganfeng; Huang, Taisheng; Chen, Lihua; Zhang, Ke; Wang, Anlai; Meloni, David; Anand, Rajan; Glenn, Joseph; Metcalf, Brian W.; US2005/261310; (2005); A1;,
Alcohol – Wikipedia,
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