Month: June 2021

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. 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Bromo-3,5-di-tert-butylbenzene

1-Bromo-3,5-di-t-butylbenzene and 40 mL of tetrahydrofuran were put in a 100-mL glass reactor, and cooled to ?70° C. in a dry ice-heptane bath. 16.4 mL (40.9 mmol) of n-butyllithium-n-hexane solution (2.5 mol/L) was dropwise added thereto, and stirred for 30 minutes. Subsequently at ?78° C., 4.25 g (40.9 mmol) of trimethyl borate was added and stirred for 2 hours, and further stirred at room temperature for 12 hours. An aqueous 1 M hydrogen chloride solution was added to the reaction liquid until the pH of the liquid could reach 3, then transferred into a separatory funnel, extracted three times with t-butyl methyl ether, and dried with sodium sulfate. Sodium sulfate was filtered away, the solvent was evaporated under reduced pressure, and the resultant crude product was purified through silica gel column chromatography (developing solvent, petroleum ether/ethyl acetate=20/1) to give 8.00 g (yield 91percent) of 3,5-di-t-butylphenylboronic acid as a pale yellow solid

According to the analysis of related databases, 22385-77-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Japan Polyethylene Corporation Ltd.; Itagaki, Koji; Sakuragi Tsutomu, Tsutomu; Takahashi, Takayoshi; (74 pag.)JP5710035; (2015); B2;,
Bromide – Wikipedia,
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These common heterocyclic compound, 39478-78-9, name is 5-Bromo-2-methylaniline, 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. COA of Formula: C7H8BrN

Step A: N-(5-bromo-2-methylphenyl)-3,3-dimethylbutanamide 3,3-Dimethylbutanoyl chloride (1.0 g, 5.4 mmol) was added to a solution of 5-bromo-2-methylaniline (0.796 g, 5.9 mmol) in acetonitrile (10 mL). The reaction mixture was stirred at room temperature overnight. Water was added to the mixture and the precipitate formed collected to yield the title compound (0.9 g, 60%) as a white powder.

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

Reference:
Patent; Valeant Pharmaceuticals North America; US2008/45534; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 3017-70-7, A common heterocyclic compound, 3017-70-7, name is 2-Bromo-3-methyl-2-butene, 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.

Example 188 N-(3-Methyl-2-butenyl)-2-pyrrolidinone from a Vinyl Bromide A 15 mL screw top test tube fitted with a PTFE septum cap was charged with CuI (10.0 mg, 0.05 mmol, 5 mol %) and K2CO3 (276 mg, 2.00 mmol). 2-Pyrrolidinone (76 muL, 1.00 mmol), 2-bromo-3-methyl-2-butene (116 muL, 1.00 mmol), N,N’-dimethyl ethylenediamine (11 muL, 0.10 mmol, 10 mol %), and 1,4-dioxane (1 mL) were added, via syringe, while purging with nitrogen. The septum cap was replaced with a solid, Teflon-lined cap and the reaction was stirred magnetically at 100 C. for 38 h. The resulting heterogeneous solution was allowed to cool before dilution with 5 mL ethyl acetate. The reaction mixture was filtered and the solution obtained was concentrated to a yellow oil. The crude material was purified by silica gel chromatography using methylene chloride:ethyl acetate (80:20); the product was isolated, as a yellow oil, in 69% yield (105.3 mg). 1H NMR (300 MHz, CDCl3): ?1.60 (d, J=1.4 Hz, 3H), 1.74 (s, 3H), 1.79 (dd, J=1.3, 1.1 Hz, 3H), 2.14 (m, 2H), 2.42 (t, J=8.1 Hz, 2H), 3.44 (t, J=6.8 Hz, 2H). 13C NMR (75.5 MHz, CDCl3): 14.9, 18.5, 19.4, 19.5, 30.9, 47.5, 124.9, 129.0, 173.2.

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; Buchwald, Stephen L.; Klapars, Artis; Antilla, Jon C.; Job, Gabriel E.; Wolter, Martina; Kwong, Fuk Y.; Nordmann, Gero; Hennessy, Edward J.; US2003/65187; (2003); 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 630-17-1 as follows. Computed Properties of C5H11Br

To a suspension of magnesium turnings (15.42 g, 634 mmol) and iodine (3 tablets) in anhydrous diethyl ether (10 ml) was added neopentyl bromide (77 ml, 601 mmol) dropwise over 2 hr under nitrogen at room temperature ) In dry ether (290 ml) was added dropwise to maintain a slight reflux, and then the mixture was refluxed for 1 hr and then allowed to cool to room temperature. The resulting Grignard reagent was added dropwise to a solution of 3-bromobicyclo [4.2.0] octa-1,3,5-trien-7-one (100 g, 510 mmol) in dry ether (1000 ml) In order to maintain the internal temperature ~ 0 c. The reaction mixture was allowed to warm to room temperature overnight, then it was cooled to 0 C, quenched with dilute hydrochloric acid (340 ml, 2 M aq) and allowed to warm to room temperature. The organic phase was washed with water (3 x 120 ml), dried over MgSO4 and the solvent was removed under reduced pressure to yield an orange oil (134 g). The oil was purified by silica gel plugs (eluted with hexane: ethyl acetate (95: 5%) to give the title product as a mixture of two isomers in an orange oil (111.1 g, 0.40 mol, 78% , 91.8% purity by 4 NMR).

According to the analysis of related databases, 630-17-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CAMBRIDGE DISPLAY TECHNOLOGY LIMITED; SUMITOMO CHEMICAL CO., LTD.; KAMTEKAR, KIRAN; BOURCET, FLORENCE; ZUBERI, TANIA; KUGLER, THOMAS; (75 pag.)TW2016/5767; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 15155-41-6, 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. 15155-41-6, name is 4,7-Dibromo-2,1,3-benzothiadiazole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The reaction carried out by taking the suspension of compound 1 (2g, 6.8 mmol) in 25 mL absolute ethanol kept at 0 C, sodium borohydride(0.3 g, 8 mmol) was added by pinch wise and stirred at normaltemperature ffor 1 h. A pinch off cobaltous chloride was added into themixture for the successful finishing of the reaction. Finally, the productwas transferred to crushed ice followed by stirring, the obtained whiteprecipitate was filtered off and washed with deionized water. The resultantwhite residue was dehydrated under vacuum. Compound (2),yield 85%, 1H NMR spectrum (500 MHz, CDCl3) & (ppm) 6.75 (d, 2H).

The synthetic route of 4,7-Dibromo-2,1,3-benzothiadiazole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gopi, Vidya; Subbiahraj, Saravanan; Chemmanghattu, Karthika; Ramamurthy, Praveen C.; Dyes and Pigments; vol. 173; (2020);,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 51554-93-9, name is 1-Bromo-4-octylbenzene, 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. Quality Control of 1-Bromo-4-octylbenzene

[0056] N-butyl lithium (11.5 mmol, 4.6 mL, 2.5 M in hexanes) was slowly added via syringe to a THF (50 mL) solution of /; – o c t y 1 b ro m o benzene (3.10 g, 11.5 mmol) at -78 C. The reaction was kept at -78 C for 0.5 h. Me2C03(0.33 g, 3.64 mmol, 0.31 mL) was added to the solution via syringe. The solution was then warmed to room temperature. After the solution was stirred overnight, water was added to the solution to quench the reaction. The mixture was extracted three times with Et20, and the organic extracts were combined and washed twice with brine, dried (Na2S04), filtered, and concentrated to dryness. The resulting crude product was purified by flash column chromatography using basic aluminum oxide (activated, basic, Brockmann I, from Aldrich). Gradient elution (hexanes, hexanes/EtOAc in a 50/1 ratio, EtOAc) gave the pure product as a colorless oil, 1.33 g, 58.1% yield.[0057] 1H NMR (400 MHz, C2D2CL d 7.36 – 7.10 (m, 12H), 2.71 – 2.57 (m, 6H), 1.67 (m, 6H), 1.44 – 1.25 (m, 30H), 1.02 – 0.85 (m, 9H).13C NMR (151 MHz, C2D2Cl4) d 144.16, 141.63, 127.68, 127.63, 81.85 (Ar3C, weak signal, confirmed by HMBC experiment), 35.42, 31.77, 31.28, 29.37, 29.32, 29.15, 22.60, 14.14. HR-MS (ESI) Calcd for C43H6(M-OH)+: 579.4930, Found: 579.4946

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

Reference:
Patent; DOW GLOBAL TECHNOLOGIES LLC; NORTHWESTERN UNIVERSITY; MARKS, Tobin J.; GAO, Yanshan; LOHR, Tracy L.; CHRISTIANSON, Matthew D.; KLOSIN, Jerzy; CARNAHAN, Edmund M.; YOUNG, Andrew J.; (26 pag.)WO2019/191539; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 14922-91-9, name is 5-Bromo-2-ethylaniline, 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 14922-91-9, Recommanded Product: 14922-91-9

Step 44-Chlorophenylboronic acid (13.2 g, 0.08 mol) and tetrakis(triphenylphosphine) palladium (0) (2.4 g, 0.002 mol) are added to a solution of 5-bromo-2-ethylaniline (14.1 g, 0.07 mol) in 1 ,2- dimethoxyethane (140 ml). After stirring the reaction mixture for 15 minutes at 20C, a solution of 20% aqueous sodium carbonate (300ml) is added to the mixture, and the resulting mixture is refluxed for 24 hours. The reaction mixture is cooled to room temperature, diluted with water and extracted using ethyl acetate. The combined organic extracts are dried over anhydrous sodium sulfate, filtered and the filtrate evaporated in vacuo. The residue is further purified by column chromatography on silica gel, eluting with 5% ethyl acetate in hexane to give 5-(4-chlorophenyl)- 2-ethylaniline (14.3 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-2-ethylaniline, and friends who are interested can also refer to it.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2008/110308; (2008); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 401-84-3, 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. 401-84-3, name is 1,3-Dibromo-5-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

l,3-dibromo-5-(trifluoromethyl)benzene (1, 3.03 g, 10.00 mmol) was dissolved in dry diethyl ether (25 mL) and cooled to -78C. n-Butyllithium (4.24 mL, 2.35 M in hexanes, 10.0 mmol) was added drop-wise with stirring. After 15 minutes, dry N,N- dimethylformamide (1.44 mL, 20.0 mmol) was added in one portion and the resulting mixture was allowed to warm to ambient temperature over an hour. 1 M aqueous solution of hydrochloric acid (30 mL) was then added to quench the reaction and the reaction mixture was taken up in diethyl ether (30 mL) and washed with water (20 mL) and brine (20 mL), dried over anhydrous sodium sulfate, filtered and evaporated. The crude product was purified by flash column chromatography (Silicagel 60, 0.040-0.063 mm; eluent: cyclohexane/ethyl acetate 20: 1) to give 3-bromo-5-(trifluoromethyl) benzaldehyde (2) as colorless oil. Yield : 1366 mg (54%). JH NMR spectrum (300 MHz, CDCI3, deltaEta) : 10.02 (s, 1 H); 8.20 (bs, 1 H); 8.07 (bs, 1 H); 8.02 (bs, 1 H).

The chemical industry reduces the impact on the environment during synthesis 1,3-Dibromo-5-(trifluoromethyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVO NORDISK A/S; KRUSE, Thomas; HANSEN, Mikael, Kofoed; MUeNZEL, Martin, Werner, Borchsenius; THØGERSEN, Henning; SAUERBERG, Per; RASMUSSEN, Jakob, Ewald; BEHRENS, Carsten; HØEG-JENSEN, Thomas; BAL?ANEK, Vojtech; DROBNAKOVA, Zuzana; DRO?, Ladislav; HAVRANEK, Miroslav; KOTEK, Vladislav; ?TENGL, Milan; ?NAJDR, Ivan; VANOVA, Hana; (202 pag.)WO2019/92125; (2019); 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. 10546-67-5, name is 2,6-Dibromo-4-(tert-butyl)aniline, A new synthetic method of this compound is introduced below., Recommanded Product: 10546-67-5

General procedure: To a mixtureof 500 mL of 96 % ethanol and 133 mL of 98 % H2SO4, 26.14g (89.2 mol) of 2,6-dibromo-4-isopropylaniline (S12n) was added withvigorous stirring at -5 C over 15 min. Then, 16.864 g of NaNO2 wasadded at this temperature over 1 h, and the resulting mixture was stirred at 80C overnight. Then, ice water was added to the reaction system and the organicproduct was extracted with 4 × 400 ml of dichloromethane. The combined extractwas dried over Na2SO4 and evaporated to get compound1,3-dibromo-5-isopropylbenzene (15.7 g, 63 %).

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:
Article; Yu, Lei; Huang, Minhao; Xu, Tianfeng; Tong, Linjiang; Yan, Xiao-e; Zhang, Zhang; Xu, Yong; Yun, Caihong; Xie, Hua; Ding, Ke; Lu, Xiaoyun; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 1107 – 1117;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 766-46-1, name is 2′-Bromophenylacetylene, 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 766-46-1, Recommanded Product: 766-46-1

General procedure: A mixture of 2-ethynylbenzaldehyde (12a) (1.00 g, 7.68 mmol), 1-bromo-2-iodo-benzene (13a) (1.18 mL, 9.22 mmol), CuI (146 mg, 0.77 mmol), PdCl2(PPh3)2 (107 mg, 0.15 mmol), and Et3N (15 mL) in THF (15 mL) was stirred at 80 C for 2 h under argon, and filtrated through a pad of Celite. The filtrate was concentrated under reduced pressure and the residue was purified by column chromatography over silica gel with hexane-EtOAc (15:1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2′-Bromophenylacetylene, and friends who are interested can also refer to it.

Reference:
Article; Tokimizu, Yusuke; Ohta, Yusuke; Chiba, Hiroaki; Oishi, Shinya; Fujii, Nobutaka; Ohno, Hiroaki; Tetrahedron; vol. 67; 29; (2011); p. 5168 – 5175;,
Bromide – Wikipedia,
bromide – Wiktionary