Category: 1647-26-3

Electric Literature of 1647-26-3,Some common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, 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.

STEP A:N-(lambda?r?-butoxycarbonyl)-D-valinol (1.0 g, 4.9 mmol) and (2-bromo-ethyl)-cyclohexane (1.53 mL, 9.8 mmol) were taken into DMF (10 mL). Crushed potassium hydroxide (0.55 g, 9.8 mmol) was added, and the reaction mixture was stirred at room temperature overnight. The reaction was quenched with water, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium bicarbonate and brine, and then dried over sodium sulfate. The solvent was removed in vacuo to crude material which was used in the next step without further purification. MH+ 314.0

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-2-cyclohexylethane, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/50612; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

1647-26-3, name is 1-Bromo-2-cyclohexylethane, 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. Product Details of 1647-26-3

General procedure: To a solution of the corresponding hydroxyl indanone compound 7b-g (1.67mmol) in DMF (10mL), K2CO3 (3.35mmol) and appropriate alkyl or phenyl bromide (1.84mmol) were added. The resulting solution was stirred at 60C until complete conversion of the starting material (3h). After cooling to ambient temperature, the reaction mixture was concentrated under reduced pressure and diluted with ethyl acetate. The organic phase was washed with water, brine solution, dried over anhydrous Na2SO4, and then concentrated under reduced pressure. The residue was subjected to flash silica gel (230-400 mesh) column chromatography (eluting with 0-20% ethyl acetate in hexanes) to afford the title compounds.

The synthetic route of 1647-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Boggu, Pulla Reddy; Cho, Jungsuk; Kim, Youngsoo; Jung, Sang-Hun; European Journal of Medicinal Chemistry; vol. 152; (2018); p. 65 – 75;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1647-26-3, A common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, molecular formula is C8H15Br, 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: The compounds were prepared according to the procedure previouslydescribed.19,30 To a refluxing solution of thiazolidine-2,4-dione (43 mmol) in ethanol (25 mL) was added a hot solutionof potassium hydroxide (45 mmol) in ethanol (25 mL). After additionalrefluxing for 30 min, the mixture was cooled to room temperatureand the precipitate was filtered and washed with coldethanol. The obtained potassium 2,4-dioxothiazolidin-3-ide (2)(5 mmol) was refluxed with alkyl halides (5.5 mmol) in DMF(15 mL) for 3-4 h. After cooling to room temperature and additionof water (50 mL), the crude product was extracted 3 times withethyl acetate, washed with brine, and purified by flash chromatography(cyclohexane/ethyl acetate).

The synthetic route of 1647-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bastos Lima, Allan; Behnam, Mira A.M.; El Sherif, Yasmin; Nitsche, Christoph; Vechi, Sergio M.; Klein, Christian D.; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5748 – 5755;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1647-26-3, The chemical industry reduces the impact on the environment during synthesis 1647-26-3, name is 1-Bromo-2-cyclohexylethane, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of 3-methyl-hypoxanthine (0.59 mmol, 89 mg) and anhydrous potassium carbonate (amounts, see Tables in the article) in dry DMSO (23 mL) was stirred under N2 at ambient temperature for 1 h. Alkyl halide (amounts, see Tables in the article) in dry DMSO (5 mL) was added over 5 min by a syringe pump (rate 60 mL/h). The reaction mixture was stirred for at ambient temperature for the time given in the article. The mixture was filtered, the filtrate concentrated in vacuo and the residue was purified by flash chromatography on SiO2. In cases where the product was not completely pure after chromatography, the material isolated was cooled to 5 C in a 50 mL round bottom flask, and stirred moderately for 2 h in distilled hexane (50 mL). The solid was allowed to settle (1 h) and most of the hexane was removed carefully by a pipette, leaving a small volume, so as not to remove the fine particles of product at the bottom. The remaining hexane was removed by concentration in vacuo.

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, 1-Bromo-2-cyclohexylethane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chamgordani, Elahe Jafari; Paulsen, Jan; Gundersen, Lise-Lotte; Tetrahedron Letters; vol. 57; 44; (2016); p. 4926 – 4929;,
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 1647-26-3 as follows. COA of Formula: C8H15Br

NaH (0.029 g, 1.2 mmol) was added to a 0 0C solution of 2-[2-(methyloxy)phenyl]- _5,6,7,8-tetrahydro-4(1H)-quinazolinone (0.15 g, 0.60 mmol) in DMF (3 mL) and stirred at RT for 10 minutes. Bromoethyl cyclohexane (0.3 mL, 2.21 mmol) was added and the resulting mixture stirred at room temperature overnight. The reaction was quenched with cold 6N HCI and extracted with ethyl acetate. The layers were separated and the organic portion was washed 3 times with water, dried over NaSO4, filtered, and concentrated. Crude product was puririded by flash column chromatography to afford pure product (0.081 mg) in 38% yield.

According to the analysis of related databases, 1647-26-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/62370; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1647-26-3, 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. 1647-26-3 name is 1-Bromo-2-cyclohexylethane, 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.

(a) 2-(8-Cyclohexyloctyl)-benzaldehyde To an ice cold solution of 1-hexyne (49.6 mmoles) in freshly distilled tetrahydrofuran (50 ml) containing a trace of triphenylmethane was added dropwise n-butyl lithium in hexane (49.5 mmoles). About 10 minutes after the addition was stopped, sieve dried hexamethylphosphoramide (57.5 mmoles) was added and the solution stirred for 10 minutes. A solution of 2-cyclohexylethyl bromide (51.3 mmoles) in tetrahydrofuran (10 ml) was added and the reaction mixture was stirred for about 3 hours as the temperature rose to room temperature. The mixture was taken up in ether (100 ml) and washed with water (3*100 ml) and sodium chloride solution (100 ml). The organic phase was dried over magnesium sulfate and evaporated to leave an oil which was purified by flash chromatography to give 1-cyclohexyloct-3-yne.

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

Reference:
Patent; SmithKline Beckman Corporation; US4730005; (1988); A;,
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. 1647-26-3, name is 1-Bromo-2-cyclohexylethane, A new synthetic method of this compound is introduced below., SDS of cas: 1647-26-3

General procedure: To a solution of the appropriatehalide (7a-c, 9a-f or 11b-h) in 2ml of DMSO NaN3is added and the solution was stirred overnight. Then, 6,CuSO4*5H2O (0.2 eq), sodium ascorbate (0.10 eq), and 2mlof distilled water are added to the solution and the solutionwas stirred overnight. The solution is diluted in water andthe mixture is extracted 3 times with EtOAc. The combinedorganic phase is washed twice with a solution of NH4Cl5Mand then twice with brine. The combined organic phaseis dried with MgSO4, to afford the crude product. Thepurification was performed as stated for each compound.

The synthetic route of 1647-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Roy, Pierre-Philipe; Faye, Diene; Blanchard, Sebastien; Cormier, Marc; Doiron, Jeremie A.; Surette, Marc E.; Touaibia, Mohamed; Journal of Chemistry; vol. 2017; (2017);,
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. 1647-26-3, name is 1-Bromo-2-cyclohexylethane, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2-cyclohexylethane

Step 1: Preparation of ethyl 9-(2-c> elohexyIeth()xy)-6-ethyI-10-methoxy-2-oxo-6,7- dihydrobenzo [a] qiiinolizine-3-earbox late A mixture of ethyl 6-ethyl-9-hydroxy-10-methoxy-2-oxo-6,7-dihydroberizo[a]quinolizme- 3-carboxylate (50 mg, 0.15 mmol), 2 – b ro mo e t h y 1 c y c 1 o h e x a n e (57 mg, 0.3 mmol) and K2CO3 (62 mg, 0.45 mmol) in DMF (2 ml.) was stirred at 80 C for 2 hours. Water was added and the mixture was extracted with ethyl acetate. The organic phase was dried over anhydrous Na^SOj and then concentrated in vacuo to give crude ethyl 9-(2-cyclohexylethoxy)-6-ethyl- 10-methoxy- 2-0X0-6, 7-dihydrobenzo[a]qiiinolizine-3-carboxylate (69 mg) which was used in the next step without purification.

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HAN, Xingchun; JAVANBAKHT, Hassan; JIANG, Min; LIANG, Chungen; WANG, Jianping; WANG, Yongguang; WANG, Zhanguo; WEIKERT, Robert James; YANG, Song; ZHOU, Chengang; WO2015/113990; (2015); 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. 1647-26-3, name is 1-Bromo-2-cyclohexylethane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1-Bromo-2-cyclohexylethane

General procedure: The solution of dihydroxyacetophenone (1, 1.0equiv), anhydrous potassium carbonate (2.0equiv) and corresponding alkyl bromides (2, 1.1equiv) in acetonitrile was stirred at 70-80C for 4-5h. After evaporation of acetonitrile, the reaction mixture was diluted with dichloromethane and washed with water three times. The organic layer was dried with anhydrous sodium sulfate and evaporated under reduced pressure. The crude product was purified by column chromatography to give 3. 6.1.1.12 1-(2-(2-Cyclohexylethoxy)-6-hydroxyphenyl)ethanone (3l) Yield 50%; colorless liquid; Rf 0.63 (0.5:9.5 EA: HX); IR (KBr) 3230, 2919, 2848, 1618 cm-1; 1H NMR (CDCl3) delta 13.27 (s, 1H), 7.32 (t, J = 8.4 Hz, 1H), 6.53 (dd, J = 0.8, 8.4 Hz, 1H), 6.34 (d, J = 8.2 Hz, 1H), 4.11 (t, J = 6.4 Hz, 2H), 2.70 (s, 3H), 1.78 (q, J = 6.5 Hz, 2H), 1.60-1.74 (m, 5H), 1.55-1.49 (m, 1H), 1.05-1.20 (m, 3H), 0.93 (d, J = 9.0 Hz, 2H).

The synthetic route of 1647-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Venkateswararao, Eeda; Sharma, Vinay K.; Yun, Jieun; Kim, Youngsoo; Jung, Sang-Hun; Bioorganic and Medicinal Chemistry; vol. 22; 13; (2014); p. 3386 – 3392;,
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. 1647-26-3, name is 1-Bromo-2-cyclohexylethane, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2-cyclohexylethane

A stirred solution of tert-butyl {4-[({[(1-methyl-1 H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]- 1 ,3-thiazol-2-yl}carbamate (0.185 g, 0.445 mmol, 1 eq.) in 3 ml of dry DMF was treated with NaH (60% dispn in mineral oil, 0.019 g, 0.49 mmol, 1.1 eq.) added in one portion. After 20 mins (2- bromoethyl)cyclohexane (0.096 g, 0.49 mmol, 1.1 eq.) was added and the reaction was stirred for 1 hr. Then TFA (1.48 g, 12.98 mmol, 30 eq.) was added carefully and the reaction was heated to 6OºC for 12 h. After cooling, sat. aqueous Na2CO3 was added followed by DCM. The layers were separated and the aqueous layer was extracted with DCM. The organics were combined, washed with sat. aqueous Na2CO3, dried over MgSO4 and concentrated. The crude was purified by chromatography on silica gel to give N-(2-cyclohexylethyl)-4-[({[(1-methyl-1 H-tetrazol-5- yl)(phenyl)methylene]amino}oxy)methyl]-1 ,3-thiazol-2-amine (0.144 g, 76 % yield) as a clear viscous oil. HPLC/MS : m/z = 426 (M+H) ; logP(HCooH) = 3.62

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; BAYER CROPSCIENCE SA; WO2009/115557; (2009); A2;,
Bromide – Wikipedia,
bromide – Wiktionary