Author: Jessica.F

Electric Literature of 60956-23-2,Some common heterocyclic compound, 60956-23-2, name is 1,2-Dibromo-4-methylbenzene, molecular formula is C7H6Br2, 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: Fuel additive d was prepared according to the following scheme: The fuel additive was prepared using the following procedure: to a set of reaction tubes (dimensions 110 mm x 17 mm) was weighed the catalysts and bases by use of a Mettler Toledo FlexiWeigh automated solid dispenser. Separate tubes were used for the catalyst and for the base and internal standard. To the catalyst tube containing Pd2(dba)3 (14 mg, 0.016 mmol) and XPhos (30 mg, 0.062 mmol) was added tert- amyl alcohol (1 mL) and heated with stirring to 60 C for 0.5 hours before cooling to ambient temperature. To each reaction tube of pre-weighed potassium carbonate as base (94 mg, 0.68 mmol) and di-/er/-butyl biphenyl (12 mg) as internal standard was added tert- amyl alcohol (2 mL) with stirring and the liquid reagents dichlorotoluene (80 pL; 0.62 mmol) and ethanolamine (75 pL, 1.24 mmol) added. Subsequently, the 1 mL of pre-formed?Pd-XPhos? catalyst solution was charged to the main reaction tube and the resulting reaction mixture heated to 90 C with a chilled- condenser head block to avoid solvent loss. Sampling of the reaction was conducted manually extracting an aliquot by syringe or Eppendorf pipette at 0, 2 and 16 hours. The reaction was repeated using the same procedure, but modified in line with conditions in the following table:

The synthetic route of 60956-23-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BP OIL INTERNATIONAL LIMITED; FILIP, Sorin, Vasile; GAUNT, Matthew; (23 pag.)WO2019/129594; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

27976-27-8, name is (6-Bromohexyl)benzene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C12H17Br

(1) 2-(4-Benzyloxyphenyl)-5-methyl-1-{2-[4-(6-phenylhexyloxy)phenyl]ethyl}-1H-pyrrole A solution of 4-{2-[2-(4-benzyloxyphenyl)-5-methyl-1H-pyrrol-1-yl]ethyl}phenol (1.50 g, 3.91 mmol), 1-bromo-6-phenylhexane (1.42 g, 5.87 mmol) and potassium carbonate (811 mg, 5.87 mmol) in DMF (15 ml) was stirred at 80 C. for 12 hours. The reaction solution was poured into water and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over magnesium sulfate anhydride, and solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=30:1) to give the object compound as an oily substance. 1.43 g (yield: 67.1%) 1H-NMR (CDCl3) delta; 1.22-1.79 (8H, m), 2.24 (3H, s), 2.57-2.72 (4H, m), 3.86-4.03 (4H, m), 5.11 (2H, s), 5.91 (1H, d, J=3.2 Hz), 6.03 (1H, d, J=3.2 Hz), 6.73 (2H, d, J=8.4 Hz), 6.82 (2H, d, J=8.4 Hz), 7.00 (2H, d, J=8.0 Hz),7.15-7.49 (12H, m). IR (KBr) cm-1; 1611, 1524, 1512, 1244, 1175, 752, 689.

The synthetic route of 27976-27-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Matsumoto, Takahiro; Katayama, Nozomi; Mabuchi, Hiroshi; US2003/144338; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 202865-77-8, name is 2-Bromo-4-fluoro-6-methylaniline, 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 202865-77-8, Safety of 2-Bromo-4-fluoro-6-methylaniline

Referential Example 10 Synthesis of 2-Bromo-5-fluoro-4-methylaniline Iron powder (18.5 g) was added to a solution of 5-bromo-2-fluoro-4-nitrotoluene (9.7 g) in acetic acid (30 ml), and the mixture was stirred at 70 C. for 3 hours. The catalyst was removed by filtration through Celite, and the filtrate was washed with chloroform. The solvent and the like in the filtrate were distilled off under reduced pressure. The residue was subjected to column chromatography on silica gel to conduct elution with chloroform, thereby obtaining the title compound (7.9 g) as a red oil. 1 H-NMR (CDCl3) delta: 2.13(s,3H), 6.46(d,J=11 Hz,1H), 7.20(d,J=8 Hz,1H).

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-Bromo-4-fluoro-6-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wakunaga Pharmaceutical Co., Ltd.; US6136823; (2000); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 707-34-6, 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. 707-34-6 name is 1,3,5-Tribromoadamantane, 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.

Step seven, equipped with a condenser, a thermometer four 5L reaction flask were successively added 473g1.3.5- tribromo adamantane, 946 g silver sulfate, 946 g of water and 94.6ml of toluene, stirring was started, 946 g of concentrated sulfuric acid was added dropwise, complete after the temperature was raised to about 110 deg.] C under reflux for 16 hours. (2 in the control) document.write(“”); Step 8 After completion of the reaction, the temperature was lowered to room temperature, filtered, the filter cake was washed with 700ml of water and the combined filtrate, the filtrate was added 250g sodium bromide was stirred for half an hour excess silver ions precipitate was filtered, the filter cake was washed with 300ml of water, combined filtrate. The filtrate was diluted with 500ml of water was added.document.write(“”); Step 9 using 30% sodium hydroxide solution PH = 12-13, at a temperature controlled above 75 , use up to about 2850 g of liquid caustic soda, After completion, it was cooled to 25-30 & deg.] C slowly, stirred for 30min, filtered, and collected by filtration cake. document.write(“”); Step 10, the filter cake was added to 1.8L of methanol, 57g of activated carbon, stirred for IH, filtered, and the filtrate was recovered white paste, into 1.5L petroleum ether was filtered to give the product as a white solid 210g. (3 in the control)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3,5-Tribromoadamantane, and friends who are interested can also refer to it.

Reference:
Patent; XuzhouBokang Information Chemicals co., LTD; FU, ZHIWEI; (9 pag.)CN104628526; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 768-90-1, name is 1-Bromoadamantane, 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 768-90-1, Computed Properties of C10H15Br

General procedure: Benzo[b]thiophene-3-carbaldehyde (40 mg, 0.25 mmol, 1.0 equiv),Pd(TFA) 2 (4.2 mg, 5 mol%), (4-FC 6 H 4 ) 3 P (9.5 mg, 12 mol%), DPEphos (8mg, 6 mol%), and Cs 2 CO 3 (122 mg, 0.375 mmol) were placed in atransparent Schlenk tube equipped with a stirring bar. The tube wasevacuated and filled with argon for three times. Degassed DMF (2.5mL) and tert-butyl bromide (51 mg, 0.375 mmol, 1.5 equiv) were add-ed via a gastight syringe. The reaction mixture was stirred under theirradiation of 36 W blue LEDs (distance app. 2.0-3.0 cm from thebulb) at r.t. for 24 h. The mixture was quenched with brine and ex-tracted with EtOAc (3 × 10 mL). The organic layers were combinedand concentrated under reduced pressure. The product was purifiedby flash column chromatography on silica gel using PE or a mixture of PEand EtOAc (10:1 v/v) as eluent; yield: 50.1 mg (92%); pale yellow liquid.

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:
Article; Wang, Guang-Zu; Shang, Rui; Fu, Yao; Synthesis; vol. 50; 15; (2018); p. 2908 – 2914;,
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. 21865-50-9, name is 6-Bromo-2,3,4,9-tetrahydro-1H-carbazole, This compound has unique chemical properties. The synthetic route is as follows., name: 6-Bromo-2,3,4,9-tetrahydro-1H-carbazole

23.6 g (63.17 mmol) of the compound represented by the formula [1-b] obtained from the above-mentioned scheme 2 and 3.3 g (82.1 mmol) of 60% sodium hydride were placed in 200 ml of dimethylformamide and stirred at room temperature for 30 minutes . Thereafter, 15.7 g (63.17 mmol) of the compound represented by the formula [3-b] obtained from the above-mentioned Reaction Scheme 13 was dissolved in 150 ml of dimethylformamide, and the mixture was slowly added dropwise, followed by stirring for 1 hour. After completion of the reaction, 20 ml of distilled water was added, followed by filtration and recrystallization to obtain 16.0 g of a compound represented by the formula (3-c). (Yield: 43%)

According to the analysis of related databases, 21865-50-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SFC Ltd.; P’yo Seong-wan; Lee Se-jin; (61 pag.)KR101970987; (2019); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 6698-13-1, name is 4-Bromo-1,3-benzodioxole, 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 6698-13-1, COA of Formula: C7H5BrO2

Step A: 4-Benzo[1,3]dioxol-4-yl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl esterTert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (1.62 g, 5.22 mmol) was added to a solution of 4-bromobenzo[d][1,3]dioxole (1 g, 4.97 mmol) in 1,2-Dimethoxyethane (45.0 ml) and Na2CO3 2M (8.28 ml, 16.6 mmol). The resulting suspension was degassed using a stream of argon in an ultrasonic bath during 5 min. Then triphenylphosphine (261 mg, 995 mumol) and palladium (II) acetate (112 mg, 497 mumol) was added and the reaction mixture was stirred over night at 85 C. The reaction was cooled to rt, diluted with 40 mL of water and the mixture extracted with ethyl acetate (3×50 mL). The organic layers were dried over MgSO4 and concentrated under vacuum. The crude material was purified by flash chromatography (silica gel, 50 g, 0% to 50% EtOAc in heptane) to yield 4-Benzo[1,3]dioxol-4-yl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester as a yellowish liquid (1.22 g, 80.8%). MS (ISP) m/z=304.4 [(M+H)+].

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; Rodriguez Sarmiento, Rosa Maria; Wichmann, Juergen; US2012/225868; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 90562-10-0, 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. 90562-10-0, name is 1-Bromo-4-(3-bromopropyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(41-4) Synthesis of [5-(2-{4-[3-(4-bromophenyl)propoxy]-3-trifluoromethylphenyl}ethyl)-2,2-dimethyl-1,3-dioxan-5-yl]carbamic acid t-butyl ester (compound 41-4) Reference Example compound 2-6 (500 mg) was dissolved in N,N-dimethylformamide (10 ml), potassium carbonate (494 mg) and compound 41-3 (447 mg) were added, and the mixture was stirred at 80C for 1.5 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate, washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the object product (820 mg) as a white solid. 1H-NMR(CDCl3) 5 (ppm): 1.43(3H, s), 1.44(3H, s), 1.47(9H, s), 1.93-1.98(2H, m), 2.06-2.10(2H, m), 2.51-2.56(2H, m), 2.77-2.81(2H, m), 3.69(2H, d, J=11.7Hz), 3.89(2H, d, J=11.7Hz), 3.96(2H, t, J=6.0Hz), 5.00(1H, brs), 6.83(1H, d, J=8.5Hz), 7.05-7.09(2H, m), 7.24-7.27(1H, m), 7.36-7.43(3H, m).

The synthetic route of 1-Bromo-4-(3-bromopropyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP2168944; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 35354-37-1, name is 1-Bromo-5-methylhexane, 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. category: bromides-buliding-blocks

Example 145 (+-)-4-(3-Ethanesulfonylaminophenyl)-trans-3,4-dimethyl-N-(5-methylhexyl)piperidine To a stirred solution of (+-)4-(3-ethanesulfonylaminophenyl)-trans-3,4-dimethylpiperidine (Preparation 39, 120 mg, 0.4 mmol) in N,N-dimethylformamide (7 ml) was added sodium hydrogen carbonate (68 mg, 0.8 mmol) and 1-bromo-5-methylhexane (80 mg, 0.44 mmol). The stirred reaction mixture was heated to 100° C. for 16 h, then allowed to cool. Water (50 ml) was added and the mixture was extracted with diethyl ether (3*50 ml). The combined extracts were washed with brine (50 ml), dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by silica (5 g) column chromatography eluding initially with hexane, then hexane:ethyl acetate:0.880 ammonia (50:50:1) to give a yellow oil (15 mg). The residue was further purified by preparative HPLC on a Phenomenex Magellan.(TM). column, 15 cm*2.1 cm; flow 10.0 ml min-1; employing U.V. detection at 235 nm; eluant acetonitrile:0.1M aqueous ammonium acetate solution:methanol (25:35:40) to afford the title compound as its acetate salt as a yellow oil (10 mg, 6percent). NMR (CDCl3, selected data for the acetate salt): 0.8 (d, 3H), 1.8 (m, 1H), 2.4 (m, 1H), 2.85 (m, 1H), 3.1 (q, 2H), 7.05-7.3 (m, 4H). MS (APCI): M/Z [MH+] 395.2; C22H38N2O2S+H requires 395.3.

The synthetic route of 1-Bromo-5-methylhexane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Armer, Richard Edward; Dutton, Christopher James; Gethin, David Morris; Gibson, Stephen Paul; Smith, Julian Duncan; Tommasini, Ivan; US2003/78282; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 106-37-6, name is 1,4-Dibromobenzene, 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 106-37-6, Recommanded Product: 106-37-6

1 Synthesis of 4-Decylbromobenzene: In a reaction flask were charged 10.2 g of metallic magnesium, 100 ml of THF, and a small amount of iodine in a nitrogen stream, and a part of 500 ml of a THF solution containing 100 g of 1,4-dibromobenzene was added thereto dropwise to initiate reaction. Then, the rest of the solution was added dropwise at 25 to 30 C. over a 2-hour period, and the mixture was allowed to react at 40 C. for 1 hour, followed by cooling to prepare a Grignard reagent. Separately, 187 g of decyl bromide, 500 ml of benzene, 98.3 g of N,N,N’,N’-tetramethylethylenediamine, and 2.1 g of copper (I) chloride were put in a reaction flask, and the atmosphere was displaced with nitrogen. The mixture was heated to 50 C., and the above prepared Grignard reagent was added thereto dropwise at that temperature over 30 minutes. The reaction mixture was allowed to react for 24 hours, cooled, and poured into a saturated aqueous ammonium solution, and extracted with ethyl acetate. The extract was washed with water and dried over magnesium sulfate to recover 107 g of a crude product. The crude product was distilled in a Claisen flask equipped with a Vigreaux tube cylinder to obtain 43.7 g of the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,4-Dibromobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Takasago International Corporation; US5716542; (1998); A;,
Bromide – Wikipedia,
bromide – Wiktionary