Tag: M.W=200-300

Electric Literature of 1462-37-9, The chemical industry reduces the impact on the environment during synthesis 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, I believe this compound will play a more active role in future production and life.

PREPARATIONSPreparation 15-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-2-(3-methanesulphonylaminopropyl)-1H-pyrrole-3-carboxylic acid1A) Methyl ester of 6-benzyloxy-3-oxohexanoic acid (synthesis carried out based on: Angewandte Chemie (Int. Ed) 38(9), 1999, 1263-1266).9.64 g of NaH are suspended in 300 ml of anhydrous THF. The suspension is cooled to 0° C. 20 g of methyl acetoacetate are added dropwise and the mixture is kept stirred for 45 minutes. The solution is then cooled to -20° C., and 96 ml of a 2.5 molar solution of n-BuLi in hexane are added. After stirring for 15 minutes, 51.8 g of benzyl 2-bromoethyl ether are added and the temperature is allowed to rise to 0° C. The solution is then neutralized with 200 ml of 1N HCl. The solution is diluted with 500 ml of ether, washed with H2O, dried over MgSO4, and evaporated. 50 g of an oil are obtained which, after chromatography (eluent cyclohexane/ethyl acetate), give 22.6 g of a colourless oil.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, ((2-Bromoethoxy)methyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
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Some common heterocyclic compound, 27060-75-9, name is 1-Bromo-4-methoxy-2-methylbenzene, molecular formula is C8H9BrO, 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: 27060-75-9

l-Bromo-2-(bromomethyl)-4-methoxybenzeneTo a solution of 173 g (0.86 mol) of l-bromo-4-methoxy-2-methylbenzene in 850 ml of CCI4 153 g (0.86 mol) of NBS and 1.0 g of (PhCOO)2 were added at room temperature. This mixture was refluxed for 16 h, cooled to room temperature, and then filtered through glass frit (G2). The precipitate was additionally washed by 2 x 150 ml of CC14. The combined filtrate was evaporated to dryness, and the residue was triturated with 600 ml of n-hexane. The precipitate was filtered off (G3 glass frit), washed by 50 ml of n-hexane, and dried in vacuum. This procedure gave 121 g of the title product. Additional amount of the product was obtained by evaporation of a mother liquor followed by crystallization of the residue from 200 ml of n- hexane at -25C. In total, 157 g (65%; or 56% overall yield for two stages) of 1- bromo-2-(bromomethyl)-4-methoxybenzene has been isolated.Anal. calc. for C8H8Br20: C, 34.32; H, 2.88. Found: C, 34.44; H, 2.95.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 27060-75-9, its application will become more common.

Reference:
Patent; BOREALIS AG; HAFNER, Norbert; CASTRO, Pascal; KULYABIN, Pavel Sergeevich; IZMER, Vyatcheslav; VOSKOBOYNIKOV, Alexander; RESCONI, Luigi; KONONOVICH, Dmitry; VIRKKUNEN, Ville; UBORSKY, Dmitry; WO2013/7650; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 6943-97-1, name is 1-(3-Bromopropyl)-3-methoxybenzene, belongs to ethers-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 6943-97-1, HPLC of Formula: C10H13BrO

4 4′-Oxo-3′,4′,7,8-tetrahvdro-2’H,6H-spironmidazori ,5-alpyridine-5,1′-naphthalenel-6′- carbonitrile starting from 1-(3-bromopropyl)-3-methoxybenzene [6943-97-1].

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:
Patent; SPEEDEL EXPERIMENTA AG; WO2006/128851; (2006); A1;,
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Reference of 1462-37-9, These common heterocyclic compound, 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, 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.

3) 0.24 g (10 mmol) of sodium hydride and 15 ml of N, N-dimethylformamide were added to a 50 ml round bottom flask,Stirred at room temperature for 10 minutes,Then 2.5 g (10 mmol) of compound 2 and 10 mmol were added2-benzyloxyethyl bromide,And with thin layer chromatography to detect the end of the reaction,The reaction solution was then poured into 500 ml of ice water,Extracted three times with 100 ml of ethyl acetate,Combine organic phase,Evaporated solvent,The resulting residue was purified by silica gel column chromatography (V dichloromethane: V methanol = 100: 1)Compound 3 (2.7 g, yield 71%) was obtained.

The synthetic route of 1462-37-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangxi Normal University; Chen, Zhenfeng; Liang, Hong; Liu, Yancheng; Lu, Xing; Li, Liangping; (13 pag.)CN106432288; (2017); A;,
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Related Products of 332-48-9, A common heterocyclic compound, 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, molecular formula is C8H8BrFO, 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.

To a reaction vessel containing compound 8c (28 mg, 0.1 mmol) in acetonitrile (0.5 mL) was added cesium carbonate (32 mg, 0.1 mmol) and 1-(2-bromo-ethoxy)-4-fluoro-benzene (17.1 mg, 0.1 mmol). The mixture was stirred at room temperature for 16 h, then concentrated. The residue was taken up in dichloromethane/water, absorbed onto diatomaceous earth, and eluted with dichloromethane. The eluate was concentrated to provide compound 17a.

The synthetic route of 332-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Flores, Christopher M.; Wade, Paul R.; US2011/319400; (2011); A1;,
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Reference of 588-63-6, 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. 588-63-6 name is (3-Bromopropoxy)benzene, This 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.

General procedure: A solution of alkyl bromide (1 equiv) and sodium azide (2.5 equiv) in DMF (0.14 M) was stirred under argon at 80 °C for 18 h. After cooling at room temperature, the reaction mixture was diluted in Et2O and washed with water (×6). The organic phase was dried over anhydrous MgSO4, filtered, and concentrated in vacuo to give the corresponding pure azide without need of any further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (3-Bromopropoxy)benzene, and friends who are interested can also refer to it.

Reference:
Article; Maury, Julien; Feray, Laurence; Bertrand, Michele P.; Kapat, Ajoy; Renaud, Philippe; Tetrahedron; vol. 68; 47; (2012); p. 9606 – 9611,6;,
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Electric Literature of 6943-97-1, These common heterocyclic compound, 6943-97-1, name is 1-(3-Bromopropyl)-3-methoxybenzene, 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 10.10: Intermediate 10.1.9: (S)-3 -tert-Butoxycarbonylamino- 1 , 1 -bis- [3 -(3 -methoxy-phenyl)-propyl] – piperidinium hydroxide Chiral (S)-Piperidin-3-yl-carbamic acid tert-butyl ester (2.72 g, 13.6 mmol) and l-(3-Bromo-propyl)-3-methoxy- benzene (6.6 g, 28.8 mmol), potassium carbonate (2.5 g, 18 mmol) and sodium iodide (4 g, 26.7 mmol) are dissolved in acetonitril (40 ml) and stirred at reflux for 1 day and the solvent is removed under vacuo. The residue is taken up in dichloromethane, filtered through a pad of silica, washed with a mixture of di- chloromethane:methanol: cone. ammonia = 4: 1 :0.1 and the filtrate is evaporated. LC (method L): tR = 1.30 min; Mass spectrum (ESI+): m/z = 497 [M]+.

Statistics shows that 1-(3-Bromopropyl)-3-methoxybenzene is playing an increasingly important role. we look forward to future research findings about 6943-97-1.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WIEDENMAYER, Dieter; HAMPRECHT, Dieter; HECKEL, Armin; WO2015/18754; (2015); A1;,
Ether – Wikipedia,
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Some common heterocyclic compound, 588-96-5, name is p-Bromophenetole, molecular formula is C8H9BrO, 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. Product Details of 588-96-5

To a solution of 4-bromophenetole (1.86 mL, 13.0 mmol) in anhydrous THF (15 mL) was added dropwise (over a 5-min period) a solution of n-BuLi (6.0 mL, 2.5 M in hexane) under nitrogen atmosphere at -78 C. The resulting mixture was stirred at -78 C for 1 hour, and then a solution of the Weinreb amide 43 (1.85 g, 10.0 mmol) in anhydrous THF (5.0 mL) was added dropwise (over a 10-min period). The reaction mixture was allowed to warm to room temperature and stirred for 16 hours. The mixture was poured into a 1 M HC1 solution (25 mL) and extracted with EtOAc (50 mL). The organic phase was subsequently washed with brine, dried over MgS04 and evaporated under vacuum. The residue was further purified by silica column chromatography (Biotage) to provide (4- ethoxyphenyl)(3-methylthiophen-2-yl)methanone (44, 1.52 g, 6.16 mmol, 62 %). NMR (400 MHz, CDC13) delta 7.84 (d, J = 8.8 Hz, 2H), 7.45 (d, J = 5.2 Hz, 1H), 7.98 (d, J = 4.8 Hz, 1H), 6.94 (d, J – 9.2 Hz, 2H), 4.1 1 (q, J = 6.8 Hz, 2H), 2.40 (s, 3H), 1.45 (t, J= 6.8 Hz, 3H); MH+ 247.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 588-96-5, its application will become more common.

Reference:
Patent; GREEN CROSS CORPORATION; LEE, Jinhwa; SONG, Kwang-Seop; LEE, Suk Ho; WO2012/33390; (2012); A2;,
Ether – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 101-55-3, name is 1-Bromo-4-phenoxybenzene, belongs to ethers-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 101-55-3, HPLC of Formula: C12H9BrO

(2) In a 500 ml four-necked flask, 3 g of 4-bromobiphenyl ether and 61 g of diethyl ether and 3.3 g of magnesium wire were put into a 500 ml four-necked flask under the protection of high-purity nitrogen, and Grignard reaction was initiated by rapid stirring at 35 C.,8 ~ 9 hours dropping 4-bromo-diphenyl ether 28g and80g ether solution,40 incubated for 2 hours, cooled to 5 , quickly added mixed coupling agent (cuprous iodide 1.5g, cuprous bromide 1.0g), continue to cool to -16 , temperature -16 ~ 20 ,(15 g of S-epichlorohydrin and 18 g of diethyl ether) was added dropwise for 10 to 11 hours and then incubated at -16 to 20 C for 15 hours, transferred to 65 g of 12% dilute sulfuric acid and stirred at 25 to 30 C for 1 hour,After standing for half an hour, the layers were separated and the ether was distilled and recovered. 120 g of water was added and the mixture was filtered while cooling to 5 C. The wet product was dried at 75 C for 2 hours to obtain (S) -1- (4-diphenylether) -2- Hydroxy-3-chloropropane yield 91.8%, content 95.1%. .

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:
Patent; Binhai Extensive Chemical Co., Ltd.; Wu Fucai; (8 pag.)CN106957220; (2017); A;,
Ether – Wikipedia,
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Reference of 157869-15-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 157869-15-3 as follows.

General experimental procedure for tandem addition-cyclization of 2-alkynylbenzenamines (1) with CS2: A solution of 2-alkynylbenzenamines 1 (0.30 mmol), CS2 (3.0 mmol, 10 equiv), AgNO3 (5 mol %), DABCO (1.2 equiv) in DMF (2.0 mL) was stirred at room temperature. After completion of reaction as indicated by TLC, the reaction was quenched with water (10 mL), extracted with EtOAc (2×10 mL), and dried by anhydrous Na2SO4. Evaporation of the solvent followed by purification on silica gel provided the corresponding 4-benzylidene-4H-benzo[d][1,3]thiazine 2a.

According to the analysis of related databases, 157869-15-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ding, Qiuping; Liu, Xianjin; Yu, Jinsheng; Zhang, Qiulan; Wang, Dan; Cao, Banpeng; Peng, Yiyuan; Tetrahedron; vol. 68; 21; (2012); p. 3937 – 3941;,
Ether – Wikipedia,
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