Category: 14273-90-6

Related Products of 14273-90-6,Some common heterocyclic compound, 14273-90-6, name is Methyl 6-bromohexanoate, molecular formula is C7H13BrO2, 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 4-piperidone (0.125 g, 1.26 mmol) in anhydrous DMF (2 ml), K2CO3 (0.2 g, 1.51 mmol), 21 (0.52 g, 2.48 mmol) and KI (0.015 g, 0.090 mmol) were added to the mixture. The reaction mixture was stirred at r.t. for 36 hours under N2. The reaction mixture was filtered off and filtrate was concentrated and dried under vacuum providing a white solid (0.29 g, 98%) of compound 22. Product was used without further purification to the next step. (0431) 1H NMR (400 MHz, Chloroform-d) delta: 3.64 (d, J=2.0 Hz, 3H), 3.38 (t, J=6.7 Hz, 2H), 2.70 (t, J=6.2 Hz, 2H), 2.42 (t, J=6.8 Hz, 4H), 2.30 (t, J=7.4 Hz, 4H), 1.85 (p, J=7.0 Hz, 2H), 1.70-1.56 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 6-bromohexanoate, its application will become more common.

Reference:
Patent; Ecole Polytechnique Federale de Lausanne (EPFL); Sinisi, Riccardo; Morales Morales, Alma Rosa; Dubikovskaya, Elena A.; Singh, Rajendra; (103 pag.)US2018/79906; (2018); A1;,
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Application of 14273-90-6,Some common heterocyclic compound, 14273-90-6, name is Methyl 6-bromohexanoate, molecular formula is C7H13BrO2, 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: Typical procedure: Under a dry argon atmosphere, a solution of imidazole (Im, 2.05g, 30.1mmol) in dry THF (10mL) was added dropwise to stirred potassium tert-butoxide (3.36g, 29.9mmol) in dry THF (40mL) at 0C. The resulting reaction mixture was stirred for 2h, a solution of 5a (5.46g, 30.2mmol) in dry THF (10mL) was added dropwise. After refluxing the resulting mixture for 16h, it was cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure. After dissolving the residual liquid in dichloromethane, this solution was washed with water and brine several times, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography eluted with a mixed solvent of chloroform/methanol (10/1v/v). The fraction with an Rf value of 0.45 was collected and dried under reduced pressure to afford 1-[3-(methoxycarbonyl)propyl]imidazole

The synthetic route of 14273-90-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ichikawa, Tsukasa; Wako, Tsuyoshi; Nemoto, Nobukatsu; Reactive and functional polymers; vol. 99; (2016); p. 1 – 8;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 14273-90-6, name is Methyl 6-bromohexanoate, belongs to esters-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 14273-90-6, Recommanded Product: 14273-90-6

6- (4-CHLORO-PHENYLSULFANYL)-HEXANOIC acid methyl ester (28b). To a solution of 6-bromohexanoic acid methyl ester (2.1 g, 10 mmol), triethylamine (1.6 mL, 11 mmol) and TERT-BUTYLAMMONIUM iodide (200 mg, 0.54 mmol) in freshly distilled THF (30 mL) was added 4-chlorothiophenol (1.45 g, 10 mmol) under an atmosphere of argon. The mixture was stirred at reflux for 2 hours after which it was concentrated under reduced pressure. The oil was dissolved in ethyl acetate (100 mL) and then washed successively with saturated aqueous sodium hydrogen carbonate (50 mL), distilled water (50 ML) and brine (50 mL). The organic layer was then dried over anhydrous MGS04, filtered and concentrated under reduced pressure to give an yellow oil that was purified by flash chromatography (1: 9 diethyl ether: 40-60 °C petroleum ether). The title compound was obtained as a colourless oil (2.5 g, 93percent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 6-bromohexanoate, and friends who are interested can also refer to it.

Reference:
Patent; QUEEN MARY & WESTFIELD COLLEGE; UNIVERSITY COLLEGE LONDON; BARTS AND THE LONDON NHS TRUST; WO2004/46094; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 14273-90-6, 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. 14273-90-6, name is Methyl 6-bromohexanoate, This compound has unique chemical properties. The synthetic route is as follows.

To a suspension of hexane washed sodium hydride (216 mg, 4.32 mmol) in 5 mL of DMF was added a solution of (R,R)-3-hydroxyphenyl-2-propyl-N-formamido-N-alpha-methylbenzylamine (compound 5 of FIG. 6) (1.22 g, 4.32 mmol). After stirring for 30 min at room temperature, a solution of methyl 6-bromohexanoate (1.36 g, 6.48 mmol) in DMF (3 mL) was added and stirred overnight at room temperature. The reaction mixture was diluted with H2O (50 mL) and extracted with methylene chloride (3×10 mL). The combined organic fraction was washed with saturated sodium chloride solution and dried over Na2SO4. After removal of the solvent, the residue was purified on a silica gel column. Eluting with a solvent mixture (CH2Cl2:hexane:MeOH, 4:14:1) to give 1.68 g (95percent) of compound 6 of FIG. 6. 1H NMR (CDCl3) delta1.28 (dd, 3H), 1.53 (m, 2H), 1.58 (dd, 3H), 1.72 (m, 4H), 2.36 (m, 2H), 2.41 (m, 1H), 2.89 (m, 1H), 3.25 (m, 1H), 3.41 (t, 2H), 3.68 (s, 3H), 3.82 (q, 2H), 4.58, 6.07 (2 q, 1H), 6.17, 6.67 (2 s, 1H), 6.57, 6.40 (2d, 1H), 6.67 (dd, 1H), 7.05 (dd, 1H), 7.36 (m, 5H), 8.41, and 8.48 (two s, 1H). The sample was used in the next step without further characterization. (0217) A solution of the above formamide compound 6 of FIG. 6 (1.63 g) was treated with BH3.THF (10 mL) and stirred for 30 min when the excess of BH3 was decomposed with MeOH followed by dilute HCl. The reaction mixture was basified with dilute NH4OH and extracted with methylene chloride (3×25 mL). The organic fraction was dried over Na2SO4 and evaporated to dryness. The oily material was dissolved in MeOH (25 mL), and Pd/C (250 mg) was added. The mixture was heated to reflux with formic acid (3 mL in three portions) for an hour. The filtrate, obtained after removal of the catalyst, was evaporated and the resulting residue purified on a silica gel column. Elution with 10percent MeOH in methylene chloride gave 0.84 g (70percent overall in two steps) of a clear oil compound 8. 1H NMR (CDCl3) 1.06 (d, 3H), 1.50 (m, 2H), 1.71 (m, 2H), 1.80 (m, 2H), 2.33 (t, 2H), 2.41 (s, 3H), 3.67 (s, 3H), 3.95 (t, 2H), 6.75 (m, 3H), 7.19 (m, 1H). The sample was converted to HCl salt; mp 53-57° C. Elemental analysis: calcd. for C17H27NO3.HCl.0.75 H2O: C, 59.50; H, 8.50; N, 4.10. Found: C, 59.65; H, 8.45; N, 4.21

The chemical industry reduces the impact on the environment during synthesis Methyl 6-bromohexanoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; The Board of Trustees of the University of Arkansas; Owens, Samuel M.; Carroll, Frank Ivy; Abraham, Philip; (77 pag.)US9303092; (2016); B2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 14273-90-6,Some common heterocyclic compound, 14273-90-6, name is Methyl 6-bromohexanoate, molecular formula is C7H13BrO2, 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: To a solution of 11 (0.5g, 1.75mmol) in acetonitrile (30mL) were added Cs2CO3 (2.5g, 5mmol) and methyl 7-bromoheptanoate (0.44g, 2mmol) or methyl 6-bromohexanoate (0.42g, 2mmol). The reaction was warm to 70°C for 2h. The mixture solution was added water (50mL) and extracted with ethyl acetate (30mL×3). The organic layers were combined, washed with brine, dried with Na2SO4 and evaporated. Finally, the resulting residue was purified by column chromatography on silica gel as indicated to give 12a or 12b as white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 6-bromohexanoate, its application will become more common.

Reference:
Article; Cheng, Gaoliang; Wang, Zhi; Yang, Jinyu; Bao, Yu; Xu, Qihao; Zhao, Linxiang; Liu, Dan; Bioorganic Chemistry; vol. 84; (2019); p. 410 – 417;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 14273-90-6, name is Methyl 6-bromohexanoate, belongs to esters-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 14273-90-6, name: Methyl 6-bromohexanoate

General procedure: A solution of racemic norketamine (23) (0.4 g, 1.78 mmol), methyl2-bromoacetate (0.32 g, 2.14 mmol), KI (0.089 g, 0.54 mmol), K2CO3(0.74 g, 5.35 mmol) in MeCN (10 mL) was heated to a 100 °C in sealedtube for 12 h. The reaction mixture was cooled to room temperature,filtered and the solvent evaporated. The residue was purified by columnchromatography on silica gel eluting with EtOAc/hexanes (0?35percent) togive 2 (0.42 g, 80percent) as pale yellow oil. This was dissolved in Et2O(5 mL), cooled to 0 °C, and HCl in Et2O (2 M, 2.11 mmol) was addeddropwise. The solvent was evaporated under reduced pressure, the residuewas taken up in EtOAc (1 mL) and sonicated at room temperaturefor 2 min. The white precipitate was diluted with EtOAc (5 mL), filteredwashed with EtOAc and dried under vacuum to give

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; Dimitrov, Ivaylo V.; Harvey, Martyn G.; Voss, Logan J.; Sleigh, James W.; Bickerdike, Michael J.; Denny, William A.; Bioorganic and Medicinal Chemistry; vol. 27; 7; (2019); p. 1226 – 1231;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 14273-90-6,Some common heterocyclic compound, 14273-90-6, name is Methyl 6-bromohexanoate, molecular formula is C7H13BrO2, 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 4-piperidone (0.125 g, 1.26 mmol) in anhydrous DMF (2 ml), K2CO3 (0.2 g, 1.51 mmol), 21 (0.52 g, 2.48 mmol) and KI (0.015 g, 0.090 mmol) were added to the mixture. The reaction mixture was stirred at r.t. for 36 hours under N2. The reaction mixture was filtered off and filtrate was concentrated and dried under vacuum providing a white solid (0.29 g, 98%) of compound 22. Product was used without further purification to the next step. (0431) 1H NMR (400 MHz, Chloroform-d) delta: 3.64 (d, J=2.0 Hz, 3H), 3.38 (t, J=6.7 Hz, 2H), 2.70 (t, J=6.2 Hz, 2H), 2.42 (t, J=6.8 Hz, 4H), 2.30 (t, J=7.4 Hz, 4H), 1.85 (p, J=7.0 Hz, 2H), 1.70-1.56 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 6-bromohexanoate, its application will become more common.

Reference:
Patent; Ecole Polytechnique Federale de Lausanne (EPFL); Sinisi, Riccardo; Morales Morales, Alma Rosa; Dubikovskaya, Elena A.; Singh, Rajendra; (103 pag.)US2018/79906; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 14273-90-6, name is Methyl 6-bromohexanoate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

General procedure: Imidazole (2.0 equiv) in THF was treated with NaH (2.0 equiv). After 3 h at rt, the respective bromoalkanoic acid ester (1.0 equiv) was added and stirring was continued for the given time. Then, the reaction solution was filtered, evaporated, and purified by CC.

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; Hack, Silke; Wo?rlein, Babette; Ho?fner, Georg; Pabel, Jo?rg; Wanner, Klaus T.; European Journal of Medicinal Chemistry; vol. 46; 5; (2011); p. 1483 – 1498;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 14273-90-6, name is Methyl 6-bromohexanoate, 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. Recommanded Product: Methyl 6-bromohexanoate

Step-II: Preparation of methyl 6-(3-(benzo[d]oxazol-2-yl)-4-oxoquinolin-l(4H)- yl)hexanoate; To a mixture of 3-(benzo[d]oxazol-2-yl)quinolin-4(lH)-one (0.05 g, 1.9 mmol) and anhydrous K2CO3 (0.078 g, 5.7 mmol) in DMF (5 mL), methyl 6-bromohexanoate(0.079g, 3.8 mmol) was added and heated under microwave at 125 0C for 20 minutes. The reaction mixture was poured into ice-cold water (10 mL) and extracted with ethyl acetate (25 mL). The organic layer was washed with water, brine solution each 10 mL.The organic layer was dried over Na2SO4 and concentrated to afford the crude compound, was purified by column chromatography using 20percent ethyl acetate in hexane as an eluent. The pure fraction was concentrated to afford the title compound as colourless solid (0.055 g, 74.32 percent yield).

The synthetic route of Methyl 6-bromohexanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORCHID RESEARCH LABORATORIES LTD.; BALASUBRAMANIAN, Gopalan; RAJAGOPAL, Sridharan; RATHINASAMY, Suresh; KILAMBI, Narasimhan; RAJENDRAN, Praveen; NARAYANAN, Shridhar; WO2010/73078; (2010); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 14273-90-6, 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. 14273-90-6, name is Methyl 6-bromohexanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 29 Preparation of 6-(4-acetyl-3-hydroxy-2-propylphenoxy)hexanoic acid methyl ester A mixture of 5.0 g of 1-(2,4-dihydroxy-3-propylphenyl)ethanone, 5.4 g of methyl 6-bromohexanoate and 5.4 g of anhydrous potassium carbonate in 50 ml of anhydrous dimethylformamide was stirred and heated at 75¡ã for 10 hours. The solvent was removed in vacuo and the residue was purified by column chromatography on 125 g of silica gel. Elution with 25percent ethyl acetate-hexane gave 7.5 g (90percent yield) of 6-(4-acetyl-3-hydroxy-2-propylphenoxy)hexanoic acid methyl ester as an oil.

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, Methyl 6-bromohexanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffmann-La Roche Inc.; US4507498; (1985); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics