Author: Jessica.F

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. 21120-91-2, name is 7-Bromobicyclo[4.2.0]octa-1,3,5-triene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H7Br

Step 1. Synthesis of ethyl (acetylamino)(bicyclo[4.2.0]octa-1,3,5-trien-7-yl)cyanoacetate (#99). Sodium (464 mg, 20.2 mmol, 1.2 eq.) was allowed to react with absolute ethanol (40 mL, 0.42 M); to the resulting mixture was added ethyl 2-(acetylamino)-2-cyanoacetate (3.44 g, 20.2 mmol, 1.2 eq.). After 20 minutes at 60 C., 7-bromobicyclo[4.2.0]octa-1,3,5-triene (3.092 g, 16.89 mmol, 1 eq.) was added and the reaction mixture was heated at reflux overnight, then filtered and concentrated in vacuo. The residue was diluted with water and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated in vacuo to give a dark oil, which was purified by silica gel chromatography (Gradient: 0% to 50% ethyl acetate in heptane) to give #99 (4.38 g) as a yellow gum. LC-MS: m/z 273.2 [M+H+], retention time=2.36 minutes.

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 21120-91-2.

Reference:
Patent; PFIZER INC.; DOROSKI, Matthew David; MADERNA, Andreas; O’DONNELL, Christopher John; SUBRAMANYAM, Chakrapani; VETELINO, Beth; DUSHIN, Russell George; STROP, Pavel; GRAZIANI, Edmund Idris; US2013/129753; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 766-46-1, The chemical industry reduces the impact on the environment during synthesis 766-46-1, name is 2′-Bromophenylacetylene, I believe this compound will play a more active role in future production and life.

General procedure: A THF solution (5.0 mL) of 1 (1.0 mmol) was treated with Bu3SnOMe (1.0 mmol) and t-BuOK (0.5 mmol). The mixture was stirred for 4.5 h under nitrogen at reflux. The reaction mixture was then treated with 3 (207.1 mg, 0.98 mmol), P(t-Bu)3 (0.035 mmol) and Pd2(dba)3 (0.018 mmol) at room temperature, and the mixture was stirred under nitrogen at room temperature for 8 h. After workup with diethylether (3 × 10.0 mL)/NH4Faq (10%, 10.0 mL), the organic layer was dried over MgSO4. After filtration, the solvents were evaporated. The crude product was subjected to column chromatography on silica gel to afford 4a-i. 4a,13 4b,10 4c,14 4d,14 4e,14 4f,14 4g,15 4h14 and 4i14 are known compounds and were identified by their previously reported spectroscopic data.

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′-Bromophenylacetylene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Peng, Li-Fen; Wang, Bing-Hao; Wang, Ming; Tang, Zi-Long; Jiang, Yan-Zi; Jiao, Yin-Chun; Xu, Xin-Hua; Journal of Chemical Research; vol. 42; 5; (2018); p. 235 – 238;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 66417-30-9, 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. 66417-30-9 name is 2-Bromo-1-methyl-4-(trifluoromethyl)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.

Butyl lithium (1.6 M in hexane, 2.6 mL, 4.18 mmol) was added dropwise to a solution of 2-methyl-5-(trifluoromethyl)bromobenzene (1 g, 4.18 mmol) in Et2O (15 mL) at -78 C. The r.m. was stirred at -78 C. for 20 min and then 1-(tert-butyldimethylsilyloxy)-2-propanone (0.827 g, 4.39 mmol) in Et2O (5 mL) was added and the r.m. was further stirred for 2 h at -78 C. The r.m. was then quenched with water and the product was extracted with EtOAc. The organic layer was dried over MgSO4, filtered and the solvent was removed in vacuo. The crude product was purified by flash column chromatography (silica; heptanes/EtOAc 100/0 to 90/10). The fractions containing the product were collected and concentrated in vacuo to give intermediate 46 (1.036 g, 71%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-1-methyl-4-(trifluoromethyl)benzene, and friends who are interested can also refer to it.

Reference:
Patent; Janssen Pharmaceutica NV; Bischoff, Francois Paul; Velter, Adriana Ingrid; Rombouts, Frederik Jan, Rita; De Cleyn, Michel Anna, Jozef; Van Brandt, Sven Franciscus, Anna; Gijsen, Henricus Jacobus, Maria; Zavattaro, Chiara; Van den Keybus, Frans Alfons, Maria; (91 pag.)US2018/319797; (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. 2576-47-8, name is 2-Bromoethylamine hydrobromide, A new synthetic method of this compound is introduced below., COA of Formula: C2H7Br2N

A cooled (0 C.) mixture of 2-bromoethylamine hydrobromide (12.000 g ; 58.56 mmol ; 1.0 eq.) in dioxane (60 ml) was treated with aq. 1M NaOH (117.2 ml ; 117.20 mmol ; 2.0 eq.), and dropwise (over 10 min.) with benzyl chloroformate (8.4 ml ; 58.8 mmol ; 1.0 eq.). The resulting mixture was further stirred at 0 C., under nitrogen, for 10 min., and then at rt for 13 h. Et2O (300 ml) was added, and the colorless organic layer was further washed with water (75 ml), dried over anh. MgSO4, filtered, and finally concentrated to dryness under reduced pressure to afford (2-bromo-ethyl)-carbamic acid benzyl ester as a colorless oil which was further dried under HV (15.020 g ; 99%). LC-MS: tR=0.95 min. ; [M+H]+: no ionisation.

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; Aissaoui, Hamed; Boss, Christoph; Koberstein, Ralf; Siegrist, Romain; Sifferlen, Thierry; US2011/105514; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 656-64-4, 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. 656-64-4, name is 3-Bromo-4-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Amino-N-hydroxy-1,2,5-oxadiazole-3-carboximidoyl chloride 3(3.24 g, 20 mmol) was mixed with water (70 mL) and 3-bromo-4-fluoroaniline (4.18 g, 22 mol, 1.1 equiv). At 60 C, a solution of sodiumbicarbonate (3.36 g, 40 mmol, 2 equiv) in water (15 mL) was added tothe mixture by drops then resulting mixture was heated to reflux. Afterpurification, compound 4 was obtained as a white solid (5.75 g, 91%).1H NMR (300 MHz, DMSO-d6): delta=11.46 (s, 1H), 8.89 (s, 1H), 6.99 (t,J=8.8 Hz, 1H), 6.81 (dd, J1=6.0 Hz, J2=2.7 Hz, 1H), 6.56-6.51 (m,1H), 6.28 (s, 2H) ppm.

The synthetic route of 3-Bromo-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Feng, Xi; Shen, Pei; Wang; Li; Bian, Jinlei; Biochemical Pharmacology; vol. 168; (2019); p. 214 – 223;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 7051-34-5,Some common heterocyclic compound, 7051-34-5, name is (Bromomethyl)cyclopropane, molecular formula is C4H7Br, 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 solution of methyl 3-hydroxy-4-methoxybenzoate (5 g, 27.47 mmol) in DMF (30 mL) were added anhydrous potassium carbonate (7.58 g, 54.95 mmol) and (bromomethyl) cyclopropane (3.8 mL, 41.20 mmol) in turn. The mixture was stirrred in a sealing tube at 60 for 4.5 h. The reaction mixture was diluted with saturated aqueous NaCl solution (20 mL) . The resulting mixture was extracted with EtOAc (25 mL × 3) . The combined organic layers were washed with water (30 mL × 3) , dried over anhydrous Na2SO4 for 1 h and concentrated to give the title compound as a white solid (6.26 g, 96.5) 1H NMR (400 MHz, CDCl3) : delta ppm 7.66 (d, J 8.4 Hz, 1H) , 7.52 (s, 1H) , 6.87 (d, J 8.4 Hz, 1H) , 3.92 (s, 3H) , 3.89 (d, J 7.0 Hz, 2H) , 3.87 (s, 3H) , 1.32-1.36 (m, 1H) , 0.62-0.67 (m, 2H) , 0.34-0.38 (m, 2H) and MS-ESI: m/z 237.1 [M+H] +.

The synthetic route of 7051-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; YU, Tianzhu; ZHANG, Xiangyu; ZHANG, Shiguo; ZHANG, Jiancun; CHENG, Changchung; (426 pag.)WO2016/34134; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 7745-91-7, 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. 7745-91-7, name is 3-Bromo-4-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 3-(trifluoromethyl) benzoic acid (511mg, 2.69mmol) was stirred in a solvent of 58 dimethyl formamide (10mL).The reaction solution was added with 59 HATU (1.12g, 2.96mmol), 72 DIPEA (890mul, 5.37mmol) and the appropriate substituted aromatic amine (500mg, 2.69mmol), followed by stirring for about 8h at room temperature. The reaction mixture was diluted with ethyl acetate and washed with a saturated aqueous sodium bicarbonate solution and saline. The organic layer thus obtained was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The resulting mixture was concentrated to give the crude product, which was purified by silica gel column chromatography (eluting with 0-5% EtOAc in 82 petroleum ether) to afford the 110 product as a white solid (815mg, 84%). 1H NMR (400MHz, Methanol-d4) delta 8.27 (s, 1H), 8.21 (d, J=8.4Hz, 1H), 8.06 (d, J=1.8Hz, 1H), 7.91 (d, J=7.4Hz, 1H), 7.75 (t, J=8.0Hz, 1H), 7.59 (dd, J=8.3, 1.8Hz, 1H), 7.30 (d, J=8.4Hz, 1H), 2.40 (s, 3H). MS m/z: 358.12 ([M+H]+).

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, 3-Bromo-4-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Qi; Dai, Yang; Ji, Yinchun; Shi, Huanyu; Guo, Zuhao; Chen, Danqi; Chen, Yuelei; Peng, Xia; Gao, Yinglei; Wang, Xin; Chen, Lin; Jiang, Yuchen; Geng, Meiyu; Shen, Jingkang; Ai, Jing; Xiong, Bing; European Journal of Medicinal Chemistry; vol. 163; (2019); p. 671 – 689;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 2051-99-2, name is 1-Bromo-4-isobutylbenzene, 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. SDS of cas: 2051-99-2

General procedure: To a 50-mL two-neck round-bottom flask equipped with a cannula were added magnesium turnings (608 mg, 25 mmol), and the flask was heated at 80 C in vacuo for 1 h. A solution of the 4-isobutylphenyl bromide (426 mg, 2.0 mmol) in THF (5 mL) was added dropwise over 3 min under argon. The mixture was heated at 50 C until the reaction was initiated. Additional 4-isobutylphenyl bromide (1.71 g, 8.0 mmol) in THF (11.6 mL) was then added slowly via cannula over 15 min. The reaction mixture was heated at reflux for 3 h, after which a solution of 4-isobutylphenyl magnesium bromide 5 was obtained. To a separate 50-mL Schlenk tube was added anhydrous CoBr2 (21.9mg, 0.10mmol), and the tube was heated at 50C in vacuo for 2h. After cooling to room temperature, the cyclopropane-based bisoxazoline ligand 2 (0.12mmol) in THF (3mL) was added under argon. The resulting mixture was stirred for 1h at the same temperature, with 2-bromopropanoate 6 (1mmol) being added via syringe. The mixture solution was cooled to -80C, and the prepared Grignard reagent 5 (2.8mL, 0.5M in THF, 1.4mmol) was then added over 1h via syringe. The reaction mixture was stirred for another 6h at -80C and then quenched with saturated NH4Cl solution (5mL). The aqueous phase was extracted with diethyl ether (4×10mL). The combined organic phases were dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (n-hexane/ethyl acetate 100:1). 4.4.5 (S)-Benzyl 2-(4-isobutylphenyl)propanoate 7e Colorless oil, 93% yield, 91:9 er. The enantiomeric ratio was determined by HPLC with a Daicel Chiralcel OJ-H column (8.0% 2-propanol in n-hexane, 0.5 mL/min, 220 nm, minor tr = 16.94 min (R), major tr = 21.49 min (S)). [alpha]D20 = +76.1 (c 1.1, CHCl3). 1H NMR (300 MHz, CDCl3) delta: 7.36-7.07 (m, 9H), 5.15-5.06 (m, 2H), 3.75 (q, J = 7.2 Hz, 1H), 2.45 (d, J = 7.2 Hz, 2H), 1.89-1.80 (m, 1H), 1.51 (d, J = 7.2 Hz, 3H), 0.90 (d, J = 6.6 Hz, 6H). 13C NMR (75 MHz, CDCl3) delta: 174.5, 140.5, 137.6, 136.1, 129.3, 128.4, 127.9, 127.7, 127.2, 66.2, 45.1, 45.0, 30.2, 22.3, 18.4. HRMS (APCI-TOF): calcd for C20H25O2 [M+H]+ 297.1855, found 297.1854.

The synthetic route of 1-Bromo-4-isobutylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Feipeng; Bian, Qinghua; Mao, Jianyou; Gao, Zidong; Liu, Dan; Liu, Shikuo; Wang, Xueyang; Wang, Yu; Wang, Min; Zhong, Jiangchun; Tetrahedron Asymmetry; vol. 27; 14-15; (2016); p. 663 – 669;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 626-88-0,Some common heterocyclic compound, 626-88-0, name is 1-Bromo-4-methylpentane, molecular formula is C6H13Br, 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 solution of secondary amine (0.55 mmol), the appropriate alkyl bromide (0.36-0.46 mmol) and triethylamine (0.55 mmol) in N,N-dimethylformamide (3 mL) was stirred for 18 h at room temperature. The solvent was evaporated under reduced pressure and concentrated sodium carbonate solution (30 mL) was added to the crude residue. The aqueous solution was extracted with CH2Cl2 (3?30 mL), the combined organic layers were dried over MgSO4 and evaporated. The crude material was purified by flash column chromatography (CH2Cl2:CH3OH, 9:1 and 1% NEt3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-4-methylpentane, its application will become more common.

Reference:
Article; Keller, Marco; Wolfgardt, Annette; Mueller, Christoph; Wilcken, Rainer; Boeckler, Frank M.; Oliaro-Bosso, Simonetta; Ferrante, Terenzio; Balliano, Gianni; Bracher, Franz; European Journal of Medicinal Chemistry; vol. 109; (2016); p. 13 – 22;,
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., name: 1-Bromo-2,4-difluorobenzene

Preparation 131 ,5-dibromo-2,4-difluorobenzeneTo a solution of l-bromo-2,4-difluorobenzene (19.3 mL, 171 mmol) in CH2CI2 (100 mL) was added iron (3.15 g,56 mmol). To this stirred suspension was added a solution of bromine (1 1 mL, 214 mmol) in CH2CI2 (25 mL) drop wise over 30 min. The resulting mixture was stirred at rt overnight. The reaction mixture was slowly poured into saturated aqueous Na2S203 (200 mL), and the resulting mixture was stirred at rt for 30 min. This was extracted with CH2C12 (3 x 80 mL). The combined extracts were washed with brine, dried over MgS04, filtered and concentrated in vacuo to give 1,5-dibromo- 2,4-difluorobenzene (40 g, 86 % yield) as a brown oil. XH NMR (500 MHz,CHLOROFORM-d) delta 7.79 (t, J=7.0 Hz, 1H), 7.00 (t, J=8.2 Hz, 1H).

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; BRISTOL-MYERS SQUIBB COMPANY; WU, Yong-Jin; WO2012/162334; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary