Ethers-buliding-blocks

Application of 38336-04-8, 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. 38336-04-8 name is 2-(Benzyloxy)-1-ethanamine, 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: Ethyl 2-(4-chloro-3-nitrophenyl)-2-methylpropanoate (3a)(16.15 g, 0.0594 mol), 4 (27.77 g, 0.149 mol), K2CO3 (28.69 g,0.208 mol), KI (0.99 g, 5.94 mmol), TBAB (1.91 g, 5.94 mmol) and150 mL DMSO were added into a round-bottomed flask. The mixturewas heated to 120 C for 24 h then cooling to room temperature.The reaction mixture was diluted with saturated NH4Claqueous solution (250 mL) and extracted with CH2Cl2 (450 mL).The combined organic layer was washed with brine (300 mL), driedover anhydrous sodium sulfate, filtered, and concentrated in vacuo.The residue was purified by silica gel column chromatography (PE:EtOAc = 4:1) to give compound 5a (15.82 g) as yellow oil in 69%yields.

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

Reference:
Article; Chen, Dongxing; Shi, Jinyu; Liu, Jing; Zhang, Xueying; Deng, Xiaoying; Yang, Yanyan; Cui, Shuang; Zhu, Qihua; Gong, Guoqing; Xu, Yungen; Bioorganic and Medicinal Chemistry; vol. 25; 2; (2017); p. 458 – 470;,
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These common heterocyclic compound, 24332-20-5, name is 1,1,2-Trimethoxyethane, 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: ethers-buliding-blocks

Step A: Preparation of (Z)-3-(dimethylamino)-2-methoxyacrylaldehyde: The reaction was carried out in a 3-neck flask (500 mL) equipped with an internal thermometer. PCl5 (64.4 g, 294 mmol) was added in small portions (~5 g) to a cold (0 C.) solution of 1,1,2-trimethoxyethane (36 g, 294 mmol) while keeping the internal temperature below 30 C. The mixture was heated to 60 C. for 75 minutes and then placed in an ice bath. DMF (66 mL, 852 mmol) was added via a dropping funnel while maintaining the internal temperature below a temperature of 10 C. The mixture was stirred at room temperature for 40 hours, and MeOH (100 mL) was added dropwise via a dropping funnel while keeping the internal temperature below 10 C. The solution was transferred to an addition funnel and was added dropwise to a 30% solution of sodium methoxide (403 mL, 2.17 mol) in MeOH while maintaining the internal temperature below 20 C. The mixture was heated at reflux for 4 hours and then concentrated. The residue was taken up in water (500 mL) and extracted with dichloromethane (500 mL*3). The combined organics were dried, filtered and concentrated to give the desired product (19 g, 25%). MS (APCI-pos) M+1=130.0.

The synthetic route of 1,1,2-Trimethoxyethane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Array Biopharma, Inc.; US2010/63066; (2010); A1;,
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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 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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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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These common heterocyclic compound, 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, 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. SDS of cas: 53087-13-1

3′-Benzyloxy-biphenyl-3-carboxylic acid methyl ester (29) A degassed mixture of 3-benzyloxy-phenyl bromide (28) (0.176 g, 0.67 mmol), 3-methoxycarbonylphenylboronic acid (0.18 g, 1 mmol), barium hydroxide (0.25 g, 1.47 mmol), Pd(PPh3)4 (0.077 g, 0.067 mmol), DME (5 mL) and H2O (3 mL) was microwaved with vigorous stirring using a CEM-discover system (ram time: 2 min, hold time: 5 min, temperature: 120 C., pressure: 200 psi, power: 250 W). The crude reaction mixture filtered through a plug of celite and concentrated in vacuo. The residue obtained was purified by flash column chromatography (25% diethyl ether-hexane) to give the title compound (29) (0.118 g, 60% yield) as a viscous liquid. 1H NMR (500 MHz, CDCl3) delta 8.27 (t, J=1.5 Hz, 1H), 8.20 (dd, J=8.0 Hz, J=1.5 Hz, 1H), 7.76 (dd, J=8.0 Hz, J=2.0 Hz, 1H), 7.50 (t, J=8.0 Hz, 1H), 7.47 (d, J=7.5 Hz, 2H), 7.42-7.32 (m, 4H), 7.25-7.22 (m, 2H), 7.00 (dd, J=8.2 Hz, J=2.0 Hz, 1H), 5.13 (s, 2H), 3.95 (s, 3H).

The synthetic route of 1-(Benzyloxy)-3-bromobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bahr, Ben A.; Makriyannis, Alexandros; Karanian, David A.; US2010/234379; (2010); A1;,
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Electric Literature of 41365-75-7,Some common heterocyclic compound, 41365-75-7, name is 1-Amino-3,3-diethoxypropane, molecular formula is C7H17NO2, 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 mixture of intermediate I-05a (300 mg, 748 mumol) and 3,3-diethoxypropan-1-amine (R-04a, 110 mg, 748 mumol) in 1,4-dioxane (10 mL), was added Pd(dba)2 (43 mg, 74 mumol), BINAP (47 mg, 75 mumol) and Cs2CO3 (487 mg, 1 .50 mmol) in one portion at 25C under N2. The mixture was stirred at 25C for 10 minutes and then heated to 110C and stirred for 12 hours. Then, the mixture was concentrated in vacuum and the residue was purified by prep-TLC to afford intermediate I-11a (250 mg, 65%) as yellow solid. ESI-MS (M+1): 512.3 calc. for C29H41N3O5: 511.3.

The synthetic route of 41365-75-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUNDACION PARA LA INVESTIGACION MEDICA APLICADA; AGUIRRE ENA, Xabier; OYARZABAL SANTAMARINA, Julen; PROSPER CARDOSO, Felipe; RABAL GRACIA, Maria Obdulia; SAN JOSE ENERIZ, Edurne; SANCHEZ ARIAS, Juan Antonio; (92 pag.)WO2017/85053; (2017); A1;,
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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. 64115-88-4, name is 1-Bromo-2-(trifluoromethoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-2-(trifluoromethoxy)benzene

a.9 3-Bromo-4-trifluoromethoxy-benzenesulfonyl chloride2.0 g of 1-bromo-2-(trifluoro-methoxy)benzene (8.3 mmol) were dissolved in 30 ml of dichloromethane. At 0-50C, 1.06 g of chlorosulfonic acid (9.13 mmol), dissolved in 3 ml of dichloromethane, were added dropwise. The reaction mixture was stirred for 30 min at room temperature. Additional 5.5 equivalents of chlorosulfonic in dichloromethane were added to drive the reaction to completion. Standard work-up was followed and silica gel chromatography with n-heptane- dichloromethane (6:4) as eluent gave 2.19 g of the title compound.1H-NMR (CDCI3, 400 MHz): delta [ppm] 8.3 (d, 1 H), 8.05 (dd, 1 H), 7.5 (dd, 1 H).

According to the analysis of related databases, 64115-88-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT GMBH & CO. KG; WO2006/40176; (2006); A1;,
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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. 19500-02-8, name is 3-Methoxy-2-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 19500-02-8

2-Methoxy-4-bromotoluene; Crude 2-methoxy-6-amino-toluene (max. 120 mmol) was suspended in HBr (48percent, 48 ml) and water (120 ml) and cooled to 0¡ãC in an ice bath. Sodium nitrite (9.2 g) in water (24 ml) was added dropwise to the cold mixture, which turned yellow then brown. After 10 min, excess nitrite was destroyed by addition of urea (0.08 g) and the mixture was rapidly filtered into cold (0¡ãC) acetone (480 ml) to give a bright yellow solution. CuBr (99.999percent, 18.89,131 mmol) was then added portionwise and the resulting mixture stirred at 0¡ãC for 3h. Gas evolution was observed. The mixture was allowed to warm to ambient temperature, and then concentrated in vacuo. Dichloromethane was then added and the mixture washed with sat. aq. sodium bicarbonate solution. The organic layer was separated, dried over magnesium sulphate and concentrated in vacuo to give the product (23.1 g, 96percent) as a red oil. No.H (CDCl3; 250MHz) 7.18-6.77 (3H, m, aromatics), 3.83 (3H, s, OCH3), 2.32 (3H, s, CH3).

According to the analysis of related databases, 19500-02-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARAKIS LTD.; WO2005/103019; (2005); A1;,
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Synthetic Route of 5414-19-7,Some common heterocyclic compound, 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane, molecular formula is C4H8Br2O, 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 l-(4-bromo-phenyl)-cyclopropylamine (1 eq) in DMF in a 50 mL tube is added DIPEA (2 eq) and l-Bromo-2-(2-bromo-ethoxy)-ethane (1.1 eq). the reaction mixture is heated at 1000C for 16 hrs.. After cooling to room temperature, EtOAc and water are added. The combined organic layers are dried (MgSO4) and concentrated in vacuo to give the desired product.

The synthetic route of 5414-19-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS NV; MENET, Christel Jeanne Marie; BLANC, Javier; JOUANNIGOT, Nolwenn; HODGES, Alastair James; VAN ROMPAEY, Luc Juliaan Corina; FLETCHER, Stephen Robert; WO2010/10189; (2010); A1;,
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