Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 2695-48-9, name is 8-Bromo-1-octene, 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 2695-48-9, Computed Properties of C8H15Br

[00294] (Z)-8-bromo-l-chloro-l-octene (5): Following the general procedure, a solution of Mo-4 in benzene (0.1 M, 30 mu, 3.0 muiotaetaomicron, 3 mol %) was transferred by syringe to an oven- dried vial containing Z-l,2-dichloroethylene (48.5 mg, 0.5 mmol, 5.00 equiv), 8-bromo-l-octene (19.1 mg, 0.1 mmol, 1.00 equiv) and benzene (470 mu). The resulting solution was allowed to stir for 4 hours at 22 C. The reaction was quenched by addition of wet CDCI3 and analysis of the unpurified mixture revealed 90% consumption of 8-bromo-l-octene. The resulting orange oil was purified by silica gel chromatography (100%) hexanes) to afford 5 (17.4 mg, 0.0771 mmol, 77 % yield) in >98:<2 Z:E ratio as colorless oil. 1H NMR (400 MHz, CDC13): Z-isomer (major): delta 6.02 (1H, dt, J= 7.2, 1.6 Hz), 5.74 (1H, q, J= 7.2 Hz), 3.41 (2H, t, J= 6.8 Hz), 2.23 (2H, qd, J = 7.2, 1.6 Hz), 1.86 (2H, m), 1.49-1.31 (6H, m). At the same time, in my other blogs, there are other synthetic methods of this type of compound, 8-Bromo-1-octene, and friends who are interested can also refer to it. Reference:
Patent; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; TRUSTEES OF BOSTON COLLEGE; HOVEYDA, Amir H.; ZHANG, Hanmo; KOH, Ming Joo; SCHROCK, Richard Royce; (163 pag.)WO2016/73750; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 17247-58-4, A common heterocyclic compound, 17247-58-4, name is (Bromomethyl)cyclobutane, molecular formula is C5H9Br, 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.

General procedure: A mixture of 13 (176 mg, 0.5 mmol, 1 equiv.), anhydrous K2CO3 powder (346 mg, 2.5 mmol, 5 equiv.), and the appropriate bromoalkane (0.75 mmol, 1.5 equiv.) in DMF (1 mL) was stirred 40 C for 14 h. The mixture was poured into H2O (50 mL), and extracted with EtOAc (3×10 mL). The combined organic layers were washed with brine (10 mL), dried (MgSO4), and the solvent evaporated. The crude products were purified by flash chromatography eluting with CHCl3-MeOH (96:4) or recrystallized from isopropanol.

The synthetic route of 17247-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Banister, Samuel D.; Beinat, Corinne; Wilkinson, Shane M.; Shen, Bin; Bartoli, Cecilia; Selleri, Silvia; Da Pozzo, Eleonora; Martini, Claudia; Chin, Frederick T.; Kassiou, Michael; European Journal of Medicinal Chemistry; vol. 93; (2015); p. 392 – 400;,
Bromide – Wikipedia,
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Electric Literature of 2044-08-8, 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. 2044-08-8 name is 1-Bromocyclohex-1-ene, 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.

EXAMPLE 4 1,1-Dimethylethyl 4-[2-cyclohexen-1-yl-(4-phenoxyphenyl)amino]-1-piperidinecarboxylate STR140 Add a mixture of amine 12 (3.0 g, 8.2 mmol), prepared from 4-phenoxyaniline and N-carboethoxy-4-piperidinone using the procedures of Example, step 1, and cyclohexenyl bromide (875 mg, 5.4 mmol) in EtOAc (30 ml) to a well stirred suspension of copper (II) perchlorate hexahydrate (1.0 g, 2.7 mmol) and copper metal (207 mg, 3.3 mmol) in EtOAc (15 ml) under N2. After stirring at room temperature for 12 hours, add an aqueous solution of KCN (5.5 g in 70 ml of water). Extract the resultant clear solution with EtOAc (2*100 ml). Dry the combined organic extracts with Na2 SO4 and remove the solvent by distillation. Chromatograph the residue on silica gel using EtOAc/hexane (110)(110) as the eluent to give 1.25 g (52%) of the product 13 as semi-solid foam. Use a similar procedure to prepare compound 4A:

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromocyclohex-1-ene, and friends who are interested can also refer to it.

Reference:
Patent; Schering Corporation; US5952349; (1999); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 2695-47-8, name is 6-Bromo-1-hexene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 6-Bromo-1-hexene

General procedure: In a 100mL 3-necked flask, 4?-hydroxy-[1, 1?-biphenyl]-4-carbonitrile (1) (5.00g, 25.61mmol), 3-bromoprop-1-ene (2a) (3.72g, 30.74mmol), K2CO3 (7.43g, 53.79mmol), and N, N-dimethylformamide (DMF) (50mL) were added in turn. Following this, the reaction mixture was stirred for 12hat 60C, and then poured into DCM. The organic layer was washed with water. After removing the solvent, the crude product obtained was purified through column chromatography (DCM/PE=1/3, v/v; where PE is petroleum ether, boiling range: 60-90C) to give white crystals (5.08g, 84% yield).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2695-47-8.

Reference:
Article; Zhu, Shengbo; Chigan, Jin; Li, Wei; Yang, Jingyu; Chen, Weixing; Zhang, Wenzhi; Niu, Xiaoling; Chen, Xinbing; An, Zhongwei; Journal of Molecular Liquids; vol. 296; (2019);,
Bromide – Wikipedia,
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These common heterocyclic compound, 2924-09-6, name is 5-Bromo-2-fluoroaniline, 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. Application In Synthesis of 5-Bromo-2-fluoroaniline

Stir the mixture of 5-bromo-2-fluoroaniline (800 mg, 4.26 mmol), cyclopropylboronic acid (434 mg, 5.05 mmol), tetrakis(triphenylphosphine)palladium(0) (242 mg, 0.21 mmol), cesium carbonate (2.7 g, 8.28 mmol) in dioxane (5 mL) and water (0.3 mL) under N2 atmosphere at 100C for 17 hrs. TLC (EtOAc:PE=l :3) shows the reaction is complete. Filter off the solid, concentrate the filtrate. Purify by flash chromatography (silica gel, EtOAc_PE=3:7) to afford the title compound (350 mg, 55%). MS: (M+l): 152.1.

The synthetic route of 5-Bromo-2-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CROWN BIOSCIENCE INC. (TAICANG); ZHANG, Deyi; ZHANG, Ruihao; ZHONG, Boyu; SHIH, Chuan; WO2014/418; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 58534-95-5, name is 3-Bromo-2-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3-Bromo-2-fluoroaniline

The product from step 1 (200 mg, 0.7268 mmol), 3-bromo-2-fluoro-phenylamine (165 mg, 0.7268 mmol, 1 eq.), Na2CO3 (616 mg, 5.814 mmol. 8 eq.) and Pd(PPh3)4 (84 mg, 0.1 eq.) are partially dissolved in a mixture of DMF (10 mL) and H2O (2 mL). N2 gas is bubbled through this reaction mixture for 5 minutes. The resulting mixture is heated to 150 C. in a sealed tube under microwave irradiation for 10 min. The reaction is diluted with EtOAc and sequentially washed with H2O, 1 N NaOH (aq), and saturated aqueous NaCl. The organic solution is dried over Na2SO4 and concentrated. The resulting residue is purified on silica gel (2:1 hexanes/EtOAc) to afford the aniline product as a yellow oil. ESMS m/z 259.1 (M+H+).

According to the analysis of related databases, 58534-95-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Irm LLC; US2009/75996; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 38573-88-5, name is 1-Bromo-2,3-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 38573-88-5

A solution of nBuLi (2.5 M in hexanes, 95.64 mL, 239.10 mmol) was added dropwiseto a solution containing bromo-2,3-difluorobenzene (46.15 g, 239.11 mmol) in dryTHF(300 ml) under a N2 atmosphere at -78 °C. The reaction mixture was stirred for 30 mmat -78°C. A solution of 1-95 (19 g, 119.55 mmol) in dry THF (50.0 mL) was addeddropwise, and after stirring at -78 °C for 1 h, aqueous NH4C1 (150 ml) was added, followed by warming to RT. H20 (lOOml) and EtOAc (lOOml) were added, the organic layer was seperated and the water layer was extracted 3 times with EtOAc (300m1). The combined organic portions were dried (MgSO4), evaporated, and the residue waspurified by column chromatography (silica gel; petroleum ether ethyl acetate=20: 1 to petroleum ether ethyl acetate =3:1) to obtain 1-96 (11 g, 60percent purity).

The synthetic route of 38573-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; VAN BRANDT, Sven, Franciscus, Anna; GIJSEN, Henricus, Jacobus, Maria; ROMBOUTS, Frederik, Jan, Rita; (134 pag.)WO2018/83247; (2018); 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. 348-57-2, name is 1-Bromo-2,4-difluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2,4-difluorobenzene

Example 67; 6-fluoro-9-furan-3-yl-2,3,4,5-tetrahydro-1,4-benzoxazepine hydrochloride; (1) 3-bromo-2,6-difluorobenzoic acid; To a mixed solution of 1.6N solution of n-butyllithium in hexane (9.4 ml, 15.0 mmol) and tetrahydrofuran (20 ml) were successively added 2,2,6,6-tetramethylpiperidine (2.50 ml, 15.0 mmol) and 1-bromo-2,4-difluorobenzene (2.90 g, 15.0 mmol) at -78°C, and the mixture was stirred at -78°C for 1 hr. The pulverized dry ice (5 g) was added, and the mixture was stirred at -78°C for 2 hr. Saturated aqueous ammonium chloride solution (5 ml) was added to the reaction mixture, and the mixture was stirred at room temperature for 30 min. Water (10 ml) and 1N hydrochloric acid (30 ml) were added, and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. Hexane was added to the residue, and desired product (2.30 g, 64.6percent) was collected by filtration as a solid. 1H-NMR (CDCl3) delta; 6.91-6.97 (1H, m), 7.66-7.73 (1H, m).

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; Takeda Pharmaceutical Company Limited; EP2123644; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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 58534-95-5 as follows. category: bromides-buliding-blocks

Step 4: N-(3-bromo-2-fluoroph pane-l-sulfonamideTo a stirred solution of 3-bromo-2-fluoroaniline (3 g, 0.0158 mol) in dichloromethane (300 mL) were added dropwise pyridine (12.53 mL, 0.158 mol) and 3-fluoropropane-l-sulfonyl chloride (7.64 mL, 0.047 mol) at 0C. To the resulting mixture was added DMAP (0.387 g, 0.00317 mol) at 0C. The reaction mixture was stirred overnight at room temperature. Water (500 mL) was added and the reaction mixture was extracted with DCM (2×100 mL). The combined organic layers were washed with IN HCI (50 mL) followed by brine and dried over anhydrous sodium sulfate, then filtered. The filtrate was evaporated under reduced pressure and the crude product was purified using column chromatography (100-200 mesh silica gel, 10% EtOAc in hexane) to afford the title compound (3.4 g, 69%). *H NMR (400 MHz, DMSO-d6) : delta 9.99 (s, 1H), 7.54 (t, J = 7.6 Hz, 1H), 7.42 (t, J = 8.4 Hz, 1H), 7.16 (t, J = 8.4 Hz, 1H), 4.61 (t, J = 3.2 Hz, 1H), 4.49 (t, J = 4.0 Hz, 1H), 3.25 (t, J = 5.6 Hz, 2H), 2.16-2.03 (m, 2H) ; ESI-MS : Calculated mass: 312.96; Observed mass: 314.0 [M+H]+.

According to the analysis of related databases, 58534-95-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASANA BIOSCIENCES, LLC; THOMPSON, Scott, K.; SMITH, Roger, A.; REDDY, Sanjeeva; JOHN, Tyler, M.; NYAVANANDI, Vijay, Kumar; SUBRAMANYA, Hosahalli; POTLURI, Vijay; PANIGRAHI, Sunil, Kumar; NADIPALLI, Prabhakara, Rao; SENGUPTA, Saumitra; WO2014/169167; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 2695-48-9,Some common heterocyclic compound, 2695-48-9, name is 8-Bromo-1-octene, molecular formula is C8H15Br, 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.

General procedure: 4-(trans-4-pentyl-cyclohexyl)phenol (3.00 g, 12.2mmol), 5-bromo-1-pentene (2.18 g,14.6mmol), potassium carbonate (3.37 g, 24.2mmol) weremixed in N,N-dimethylformamide (30ml). The reaction mixturewas stirred and allowed to react at 80 C for 8 h. The crudeproduct was washed with water and a saturated aqueous sodiumchloride solution and extracted with ethyl acetate. The productwas purified by silica gel chromatography (eluent: hexane).Compound 3(3) was obtained with 39% yield (1.49 g, 4.74mmol). 1HNMR (400 MHz, CDCl3, ): 7.11 (2H, d, J = 8.3Hz), 6.82 (2H, d, J = 8.8 Hz), 5.905.80(1H, m), 5.064.99(2H, m), 3.94 (2H, t, J = 6.3 Hz), 2.40 (1H, tt, J = 12.2, 3.2Hz), 2.23 (2H, q, J = 7.3 Hz), 1.87 (6H, m), 1.451.20(11H,m), 1.03 (2H, dd, J = 24.2, 13.2), 0.89 (3H, t, J = 6.8 Hz)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 8-Bromo-1-octene, its application will become more common.

Reference:
Article; Mizumura, Yurika; Hoegberg, Daniel; Arai, Kenichiro; Sakuda, Junji; Soberats, Bartolome; Yoshio, Masafumi; Kato, Takashi; Bulletin of the Chemical Society of Japan; vol. 92; 7; (2019); p. 1226 – 1233;,
Bromide – Wikipedia,
bromide – Wiktionary