Category: ethers-buliding-blocks

Related Products of 36449-75-9, 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. 36449-75-9, name is 1-(2-Bromoethyl)-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of Example 66B (0.10 g, 0.42 mmol) and K2C03 (0.116 g, 0.837mmol) in acetonitrile (5 mL), was added 1-(2-bromoethyl)-2-methoxybenzene (0.135 g,0.627 mmol). The mixture was stirred at ambient temperature for 16 h, then the reaction mixture was filtered through CELITE, and the filtrate was concentrated. The residue was dissolved in ethyl acetate, washed with water and brine, dried (Na2SO4) andconcentrated to afford Example 66C as a yellow oil, which was used in the following stepwithout further purification. MS(ESI) m/z: 373.0 (M+H)t

The chemical industry reduces the impact on the environment during synthesis 1-(2-Bromoethyl)-2-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GLUNZ, Peter W.; SITKOFF, Doree F.; YADAV, Navnath Dnyanoba; BODAS, Mandar Shrikrishna; BHIDE, Rajeev S.; PATIL, Sharanabasappa; CHINNAKOTTI, Kumaresan; RAO, Prasanna Savanor Maddu; SHETTY, Jeevanprakash; (501 pag.)WO2016/112236; (2016); A1;,
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Synthetic Route of 4179-19-5, 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. 4179-19-5, name is 3,5-Dimethoxytoluene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

5 mg of 3,5-trimethoxytoluene (76 mg), 1,3-dimethoxybenzene (69 mg) or 1,3-bisEthoxybenzene (83 ¡¤ lmg), 0.75 mmol of sodium p-methoxybenzenesulfinate (145.6 mg), and 1.2 mmol of hydrochloric acid (36.5% of hydrochloric acid, 102.6 mil) were added to a pressure- 0.5 mL of ionic liquid was reacted at 120 C for 6 h. After the reaction was complete, the mixture was extracted three times with 2 mL of ethyl acetate. The organic solvent was removed by steaming and passed through a column of silica gel to give the target product 4a-4c in 88% yield, 86%, 91%.

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, 3,5-Dimethoxytoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing University of Science and Technology; Lu, Guoping; Xu, Zhu Bing; Wu, Tongbo; (7 pag.)CN106543051; (2017); A;,
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Electric Literature of 1535-73-5, 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. 1535-73-5 name is 3-Trifluoromethoxyaniline, 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.

General procedure: The carboxylic acid (0.8 mmol), HATU (hexafluorophosphateazabenzotriazole tetramethyl uranium) (455 mg, 1.2 mmol) and triethylamine (324 mg, 3.2 mmol) were stirred for 30 min in 20 mL dichloromethane. The corresponding amine (1.19 mmol) was added to the reaction mixture and stirred overnight. The resulting solid was filtered, washed with dichloromethane and crystallized from methanol unless otherwise noted. Purification was carried out over silica gel chromatography till purity reached >95percent.

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

Reference:
Article; Shahin, Mai I.; Roy, Joyeeta; Hanafi, Maha; Wang, Dongyao; Luesakul, Urarika; Chai, Yifeng; Muangsin, Nongnuj; Lasheen, Deena S.; Abou El Ella, Dalal A.; Abouzid, Khaled A.; Neamati, Nouri; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 516 – 530;,
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Synthetic Route of 3616-56-6, 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. 3616-56-6, name is 2,2-Diethoxy-N,N-dimethylethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate IV andBromo-2,3-dihydro-1H-pyrrolo (2,3-b) pyridine to give d,React with (S) -3-hydroxytetrahydrofuran,A dark yellow solid VId was obtained.The intermediate d with activated carbon,Ferric chloride and hydrazine hydrate reduction,Obtained as an off-white solid VIId.Then VIId and diethyl phosphoric acid condensation,Compound VIIId is obtained,In the condensation with (dimethylamino) acetaldehyde diethyl acetal,The target compound was obtained. Yield: 48.7percent.

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, 2,2-Diethoxy-N,N-dimethylethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangxi Science and Technology Normal University; Zhu Wufu; Zheng Pengwu; Ouyang Yiqiang; Tang Qidong; Xu Shan; Tu Yuanbiao; Duan Yongli; Lei Huajun; Wang Caolin; (23 pag.)CN106831725; (2017); A;,
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Reference of 592-55-2, 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. 592-55-2, name is 1-Bromo-2-ethoxyethane, This compound has unique chemical properties. The synthetic route is as follows.

4-Nitro-1 H-pyrazole-3, 5-dicarboxylic acid dimethyl ester (2. 0g, 8. 83MMOL) was added to a solution of 2-ethoxyethyl bromide (1. 18ML, 10. 45mmol) and potassium carbonate (1.32g, 9. 56MMOL) in N, N-dimethylformamide (35mL) and the reaction mixture stirred-for 48 hours at room temperature. The reaction mixture was concentrated IN VACUO and partitioned between ethyl acetate (200mL) and water (100ML). The organic layer was separated, dried over magnesium sulphate and concentrated in vacuo The crude product was purified by column chromatography on silica gel eluting with pentane: ethyl acetate 100: 0 to 70: 30 to yield the title product, 1.63g. ‘H NMR (CDCI3, 400MHZ) B : 1.07 (t, 3H), 3.41 (q, 2H), 3.73 (t, 2H), 3.89 (s, 3H), 3.94 (s, 3H), 4.76 (t, 2H). LRMS: m/z APCI+ 302, [MH] +

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-2-ethoxyethane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/96810; (2004); A1;,
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Synthetic Route of 707-07-3, 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. 707-07-3, name is (Trimethoxymethyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a cooled (-78C) solution of 25 (200mg, 0.26mmol), in dry THF (2.6mL), was slowly added a solution of LiAlH4 (2M in THF, 130muL, 0.26mmol). The reaction mixture was stirred 30min at -78C, warmed to room temperature, and stirred 1h at room temperature. The reaction mixture was quenched with saturated aqueous NH4Cl and then extracted with t-BuOMe. The combined organic layer was washed with brine, dried (Na2SO4), and then concentrated under reduced pressure (water bath at room temperature). The residue was dissolved in dry CH2Cl2 (1mL) and CSA (6mg, 0.026mmol) and PhC(OMe)3 (160muL, 1.3mmol) were added. The reaction mixture was stirred overnight at room temperature, quenched with aqueous saturated NaHCO3, and then extracted with CH2Cl2. The combined organic layer was washed with brine, dried (Na2SO4), and then concentrated under reduced pressure (water bath at room temperature) and dried under strong vacuum. The residue was dissolved in dry CH2Cl2 (3mL), cooled at 0C, and then TMSCN (326muL, 2.6mmol) was added followed by the addition of BF3-Et2O (27muL, 0.26mmol). The reaction mixture was stirred 2h at 0C, warmed to room temperature and stirred 2h at room temperature. The reaction mixture was quenched with saturated aqueous NaHCO3 and then extracted with CH2Cl2. The combined organic layer was washed with brine, dried (MgSO4), and then concentrated under reduced pressure. The crude was purified on silica gel (10% t-BuOMe in heptane) to give 4 (160mg, 74%) as a clear viscous 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, (Trimethoxymethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Picard, Sebastien; Crich, David; Tetrahedron; vol. 69; 26; (2013); p. 5501 – 5510;,
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929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, belongs to ethers-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. HPLC of Formula: C8H20N2O3

General procedure: Diester1 (1mmol) and the appropriate diamine2-6 (1mmol) were dissolved in dry methanol (50mL) and sodium methoxide (2mmol) was added. A mixture was stirring for 72hat room temperature. After completion of the reaction (controlled by TLC), the solvent was evaporated under reduced pressure and the oily residue was purified by column chromatography (1-5% MeOH in CH2Cl2). All the macrocyclic products obtained in this way are colourless solids, stable to air.

The synthetic route of 929-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pikus, Grzegorz; Jurczak, Janusz; Tetrahedron; vol. 72; 16; (2016); p. 1928 – 1932;,
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Application of 321-28-8, These common heterocyclic compound, 321-28-8, name is 1-Fluoro-2-methoxybenzene, 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.

[PENTAMETHYLENEDIETHYLENETETRAMINE] (31. [2ML)] was added to a solution of 2-fluoroanisole [(15.] 0g) in THF [(450ML).] The reaction mixture was cooled [TO-78C] and n-butyllithium (59. [6ML,] 2. 5M solution in hexanes) was added dropwise. Stirring was maintained for 2h before the solution was added in a dropwise fashion to a flask containing solid carbon dioxide pellets. Upon complete addition (30min) the mixture was allowed to warm to room temperature before removal of the volatiles in vacuo. The residue was dissolved in 10% sodium hydroxide solution [(300ML)] and extracted with Et20 (3x). The aqueous was acidified to pH 1 with concentrated hydrochloric acid before extracting with DCM. The organics were washed with [H20,] dried (MgS04) and concentrated in vacuo to afford the subtitle compound as a yellow solid. Yield: 7. [1G.] [LH NMR 6 (CDC13)] 7.50 [(1H,] [M),] 7.12 (2H, [M),] 3.91 (3H, s).

The synthetic route of 321-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/11443; (2004); A1;,
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Synthetic Route of 143-24-8,Some common heterocyclic compound, 143-24-8, name is 2,5,8,11,14-Pentaoxapentadecane, molecular formula is C10H22O5, 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.

At room temperature, a 450 ml Parr reactor was filled with methanol and 5 mmole of Co2(CO)8. The reactor was filled with CO gas at 500 psig, heated to 80 C. and agitated for one hour. Then the reactor was cooled to room temperature and imidazole as promoter was added to the reactor. Ethylene oxide was added to the reactor and CO was added at a predetermined pressure. The reactor was heated to a temperature as shown in Table 1 at a pressure as in Table 1 for the time as in Table 1. During the reaction, the reaction product was sampled using a tube. As product, methyl 3-hydroxypropionate (3-HPM) was analyzed with a GC. The reaction conditions and the resulting data are shown in Table 1. Imidazole of 20 mmole as promoter was used in Examples 1-7 and 9, 40 mmole in Example 8, and 30 mmole in Example 10. Ethylene oxide of 500 mmole was used in Examples 1-8 and 10, and 1.4 mmole in Example 9. In Example 7, tetraglyme was used besides methyl alcohol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,5,8,11,14-Pentaoxapentadecane, its application will become more common.

Reference:
Patent; Samsung Electronics Co. Ltd.; US6348632; (2002); B1;,
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366-99-4, name is 3-Fluoro-4-methoxyaniline, belongs to ethers-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 366-99-4

Cyanuric chloride (11.07 g, 60 mmol) was dissolved in 40 mL CH3CN and was cooled to about -20¡ã C. To this was added DIEA (11.5 mL, 60 mmol) followed by 3-fluoro-4-methoxyaninline (8.47 g, 60 mmol) in 20 mL CH3CN (reaction froze). The reaction was allowed to warm to room temperature after about 1 hour at -20¡ã C. TLC (2percent CH3OH/CH2Cl2) and mass spectroscopy indicated the presence of the compound 124. The reaction mixture was cooled to about 0¡ã C. before adding DIEA (11.5 mL, 66 mmol). 2-Aminomethyl-1-ethylpyrrolidine (7.77 g, 60 mmol) in CH3CN (10 mL) was added. The reaction was allowed to warm to rt and stirred overnight. Then DIEA (11.5 mL, 66 mmol) and S-(+)-2-methoxyethylpyrrolidine (6.91 g, 60 mmol) in 20 mL 1,4-dioxane were added. The reaction was heated at about 50¡ã C. overnight. The solvent was removed in vacuo, and the resulting residue was purified by flash chromatography on silica gel packed in ethyl acetate. The front running impurities were removed and subsequently the eluent was increased in polarity to 10percent CH3OH:ethyl acetate. The material collected from the column was then dissolved in water and extracted in CH2Cl2 (4 times), dried over MgSO4, and concentrated to dryness to give a brown solid 145 (9.7 g, 27.6percent yield), 71-72¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 5.37 min, 90.3percent purity; 1H NMR (600 MHz, CDC3, 55¡ã C.) delta 7.69 (s, 1H), 7.08 (d, J=7.8 Hz, 1H), 6.86 (t, J=9 Hz, 1H), 4.29 (s, 1H), 3.90-3.96 (m, 1H), 3.84 (s, 3H), 3.63-3.81 (m, 6H), 3.35 (s, 3H), 3.23-3.25 (m, 1H), 2.85 (broad s, 1H), 2.78 (broad s 1H), 2.14 (broad s, 2H), 1.89-2.04 (m, 6H), 1.37 (apparent t, J=7.2 Hz, 3H); 13C NMR (150.8 MHz, CDCl3, 55¡ã C.) delta 165.8, 163.8 (2C), 152.3 (d, Jc-f=243.5 Hz), 143.0 (142.9, rotamer or diastereumer), 133.7 (133.67, rotamer or diastereomer), 115.0, 114.4, 109.1 (108.9, rotamer or diastereomer), 72.8, 66.6, 59.0, 57.0, 56.6, 53.7, 51.0, 46.8, 42.2, 28.4 (28.2, rotamer or diastereomer), 23.1 (23.0, rotamer or diastereomer), 10.9; MS (ESI) mn/z 460.2 (M+H, 44.7), 251.1 (47.7), 235.1 (27.5), 231.1 (37.4), 230.6 (100), 214.6 (36.5).

The synthetic route of 366-99-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishma Reddy, Velagala Venkata Rama Murali; Sesila Sridevi, Bhatlapenumarthy; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209882; (2004); A1;,
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