Month: March 2021

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. 14804-31-0, name is 4-Bromo-1-methoxy-2-methylbenzene, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

Step b: To a degassed (argon) solution of 3b (10.0 g, 49.7 [MMOL)] in DMF (310 mL) was added bis (pinacolato) diborane (13.9 g, 54.7 [MMOL), KOAC] (14.2 g, 149 [MMOL)] and [PDCL2DPPF] (1: 1 complex with [CH2CI2,] 4.87 g, 5.96 [MMOL).] The reaction mixture was heated to 80 C for 24 h then was cooled to 25 [C.] 4-Bromobenzeneacetic acid (21.4 g, 99.5 [MMOL),] aqueous 2 M [NA2CO3 SOLUTION] (124 mL, 248 [MMOL)] and additional [PDCI2DPPF] (1: 1 complex with [CH2CI2,] 4.87 g, 5.96 [MMOL)] were added to the mixture. The reaction mixture was heated to [80 C] for 12 h. The cooled mixture was acidified with aqueous 4 N HCI solution and extracted with EtOAc (3 x). The combined organic layers were successively washed with water (2 x) and brine, dried [(MGS04),] filtered and concentrated under reduced pressure. The crude resulting acid was dissolved in [ET2O] and was treated with excess ethereal [CH2N2] solution (ca. 0.6 M). The mixture was concentrated under reduced pressure. The residue was purified by flash chromatography (hexane/EtOAc, 19/1) to give 3c (4.25 g, 32% yield) as a pale yellow solid.

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; BOEHRINGER INGELHEIM (CANADA) LTD.; WO2004/26875; (2004); A1;,
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Synthetic Route of 18800-30-1,Some common heterocyclic compound, 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene, molecular formula is C8H8Br2O, 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.

b) 52.0 g (186 mmol) of 1-bromo-4-(2-bromoethoxy)benzene is added to 300 ml THF and chilled to 0 C. Within 30 min 25.0 g (223 mmol) KOtBu are added to this mixture in several portions. The cooling bath is removed and the reaction mixture is stirred at r.t. over night. The reaction is queched by the addition of water. The resulting mixture is extracted with EtOAc (2¡Á). The org. phases are combined, washed with sat. aq. NaCl solution, dried with MgSO4 and the solvent is removed in vacuo. The resulting product is used without further purification.

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-4-(2-bromoethoxy)benzene, its application will become more common.

Reference:
Patent; Boehringer Ingelheim International GmbH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; US2014/100211; (2014); A1;,
Ether – Wikipedia,
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588-96-5, name is p-Bromophenetole, 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. Computed Properties of C8H9BrO

5.0 g of 4-bromophenylethyl ether and 100 mL of anisole were mixed and stirred until clear. spare. Add 0.72g of magnesium turnings and 100mL of anisole in turn, stir and mix thoroughly, pour 20mL of 4-bromophenethyl ether anisole solution into it, heat up to 47 C, reach the specified temperature, stop stirring, add 0.63 g of elemental iodine particles initiated the reaction and there was bubble overflow at the bottom of the system. When a large amount of air bubbles overflow, start stirring and stir slowly until the system turns from deep red to colorless, clear and transparent, and the temperature of the system is significantly improved. After adding 0.63 g of elemental iodine particles, the normal rotation speed was resumed, and the remaining 4-bromophenylethyl ether anisole solution was started to be added dropwise, and the temperature of the system was maintained at a micro reflux state, and the dropwise addition was completed in 1.2 hours. After the completion of the dropwise addition, the micro reflux reaction was maintained for 2 hours. The heating was stopped, the temperature was lowered to 3 C, and 0.47 g of cuprous iodide was added to the reaction vessel, and the temperature was further lowered to -18 C.9.96 g of 2-(bromomethyl)-4-iodochlorobenzene was mixed in 100 mL of anisole for use.When step (3) reaches the specified temperature of -18 C, slowly add 2-(bromomethyl)-4-iodochlorobenzene in anisole solution, and there is obvious temperature rise process in the middle stage before the dropwise addition, control The reaction system was reacted at -18 C. The temperature increase during the late addition was not obvious, and the addition was completed in 2.2 hours. After the dropwise addition was completed, the mixture was stirred for 2 hours. The cooling was stopped, and the temperature was naturally raised to room temperature, and stirring was continued for 12 hours. The system was quenched with 1N aqueous HCl.Concentrate to a small volume until crystallized, filter, and filter cake washed with pure water and blast dried. Weighed to obtain the target product (the yield of the product 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene was 8.94 g, the purity was 99.5%, and the yield was 95.9%)

The synthetic route of 588-96-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Hongshan Biological Technology Co., Ltd.; Wu Fahao; Li Gang; Gao Yangzhe; (8 pag.)CN109232199; (2019); A;,
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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. 34967-24-3, name is 3,5-Dimethoxybenzyl amine, A new synthetic method of this compound is introduced below., Formula: C9H13NO2

In a procedure analogous to Example 21, reaction of 3, 5-dimethoxybenzylamine and 2, [6-DICHIOROPYRAZINE FURNISHED THE PRODUCT (91%).] 1H-n. [M.] [R.] (CDCl3) [No.3. ]78 [(S,] 6H, OCH3), 4.49 (d, J= 5.4 Hz, [2H,] NCH2); 5. 12 (br [S,] [1H,] NH), [6.] 39 [(T,] J= 2. 1 Hz, 1H, ArH), 6.50 (d, J= 2.1 Hz, 2H, ArH), 7.75 (s, 1H, pyraz.- H), 7. [S2] [(S,] 1H pyraz.-H).

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; CYTOPIA PTY LTD; WO2003/99796; (2003); A1;,
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Application of 450-88-4, A common heterocyclic compound, 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, molecular formula is C7H6BrFO, 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.

Intermediate Example Int20.014-(4-bromo-3-methoxyphenoxy)-1-methylpiperidineTo a stirred suspension of sodium hydride (1.76 g; 60% w/w sodium hydride in oil) in DMF (55 mL) was added 1-methylpiperidin-4-ol (3.37 g) at 0 C. The mixture was stirred at r.t. for 30 min. 1-bromo-4-fluoro-2-methoxybenzene (3.0 g) was added and the mixture was stirred at 100 C for 1 h. Water was added and the mixture was extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Aminophase-silica-gel chromatography gave 3.65 g of the title compound.

The synthetic route of 450-88-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; SCHULZE, Volker; KOSEMUND, Dirk; WENGNER, Antje, Margret; SIEMEISTER, Gerhard; STOeCKIGT, Detlef; LIENAU, Philip; BRIEM, Hans; WO2012/160029; (2012); A1;,
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Related Products of 35822-58-3, 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. 35822-58-3, name is 2-Bromobenzaldehyde diethyl acetal belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

As shown in Figure 2, 3.3 mmol of 2-bromobenzaldehyde diethanol and 3.8 mmol of nitrile ethyl acetate are mixed and diluted with ethyl acetate to 10 mL, and then the resulting solution is reacted by continuous flow at a flow rate of 1 mL / min The pump was pumped into the first HPLC column (containing 1g PS-perazine) and the second HPLC column (containing 1g PS-N-SO3) in sequence. At the same time, the first and second HPLC columns were immersed in a 50 C oil bath and reacted for 3 hours. . After the reaction was completed, the HPLC column was rinsed with ethyl acetate, the product was collected, ethyl acetate was evaporated, and recrystallized from ethanol to obtain a solid product with a yield of 89%.

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-Bromobenzaldehyde diethyl acetal, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Huaqiao University; Xiong Xingquan; Liao Xu; (11 pag.)CN110818592; (2020); A;,
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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. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, A new synthetic method of this compound is introduced below., Quality Control of (2,4-Dimethoxyphenyl)methanamine

Added to the Schlenk reaction tube 18.1 mg (0.10 mmol) copper acetate, 16.0 mg (0.025 mmol) three (2, 2′ – bipyridyl) ruthenous, 16.0 mg (0.02 mmol) tert lithium ethoxide, using Schlenk double-row tube vacuum pumping, access oxygen state, adding 79 uL (0.5 mmol) 2, 4 – dimethoxybenzylamine, 2.5 ml dimethyl sulfoxide, the use of the Schlenk tube with double row sustained and the oxygen to the reaction system, the temperature control of the reaction system 35 C, white light LED lamp (wavelength 400 – 760 nm) irradiation, stirring for 20 hours after the, adding 3 ml saturated sodium acid sulfite aqueous solution and 10 ml ethyl acetate, extraction liquid, anhydrous magnesium sulfate drying, to remove the magnesium sulfate, the resulting organic phase is concentrated, the concentrate with silica gel column chromatography, to obtain 2, 4 – dimethoxy carbonitrile, yield 90%

The synthetic route of 20781-20-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HUAIHAI INSTITUTE OF TECH; Huaihai Technology College; TAO CHUANZHOU; Tao Chuanzhou; WANG BIN; Wang Bin; SUN LEI; Sun Lei; LIU ZHOU; Liu Zhou; ZHAI YADONG; Zhai Yadong; (5 pag.)CN107814751; (2018); A;,
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Application of 1663-61-2,Some common heterocyclic compound, 1663-61-2, name is (Triethoxymethyl)benzene, molecular formula is C13H20O3, 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 orthoester (1.5 equiv) was added to a mixture of the 3-amino-2,2-dimethylpropionamide(1.0 equiv) in anhydrous ethanol (3 mL). Glacial acetic acid (2 equiv) was added and the reactionwas heated at reflux for 24 h. The reaction mixture was cooled and concentrated under vacuum.The product was hygroscopic and was best crystallized by adding purified chloroform and allowing itto sit under nitrogen for 4?7 days. Filtration and drying yielded the pure product.

The synthetic route of 1663-61-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gavin, Joshua T.; Annor-Gyamfi, Joel K.; Bunce, Richard A.; Molecules; vol. 23; 11; (2018);,
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Adding a certain compound to certain chemical reactions, such as: 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, belongs to ethers-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 53087-13-1, Safety of 1-(Benzyloxy)-3-bromobenzene

526 mg (2.0 mmol) of 1-(benzyloxy)-3-bromobenzene, 209 mul (2.4 mmol) of morpholine, 283 mg (2.8 mmol) of sodium t-butoxide, 9 mg (0.005 mmol) of tris(dibenzylidine acetone)dipalladium (O) 19 mg (0.015 mmol) of (No.)-BINAP were placed in a flask, 5 ml of toluene was added thereto, and the mixture was stirred at 80C for 20 hours. The reaction mixture was cooled to room temperature, 20 ml of ethyl acetate was added thereto, and filtered through Cellite. The resulting filtrate was concentrated under a reduced pressure, and the residue was subjected to column chromatography using 30% ethyl acetate/hexane as an eluent to obtain 430 mg (yield 80%) of 4- (3-(benzyloxy)phenyl)morpholine.

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-(Benzyloxy)-3-bromobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; OSCOTEC INC.; WO2005/123054; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 162705-07-9, 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 162705-07-9 as follows.

General procedure: A solution of AmCA-4 (0.7mmol) in THF (5mL/mmol) was cooled at 0C and anhydrous pyridine (1.7mmol) and the corresponding phenyl chloroformate (1.0mmol) were added under inert atmosphere. The resulting mixture was stirred in the dark for 20minat 0C and for 1hat rt. After this time, H2O (3.4mL) and HCl 1M (1.7mL) were added to the reaction mixture, which was then extracted with CH2Cl2 (3¡Á20mL). The organic layer was washed with brine, and then dried on anhydrous Na2SO4. Removal of volatiles under reduced pressure afforded an oily residue which was subjected to column chromatography on silica-gel (Hexanes-EtOAc mixtures as eluant) obtaining the desired products with the yields indicated below. 6.1.2.1 53 Phenyl (Z)-(2-methoxy-5-(3,4,5-trimethoxystyryl)phenyl)carbamate (1) Off-white solid, m. p. 124-126C; 1H NMR (500MHz, CDCl3) delta 8.11 (br s, 1H), 7.52 (br s, 1H, NH), 7.39 (t, J?7.5Hz, 2H), 7.24 (t, J?7.5Hz, 1H), 7.19 (d, ?7.5Hz, 2H), 7.00 (d, J=8.5Hz, 1H), 6.76 (d, J=8.5Hz, 1H), 6.52 (s, 2H), 6.51 (d, J=12Hz, 1H), 6.45 (d, J=12Hz, 1H), 3.89 (s, 3H), 3.81 (s, 3H), 3.70 (s, 6H); 13C NMR (125MHz, CDCl3) delta (C) 152.9 (x 2), 151.3, 150.6, 146.9, 137.2, 132.7, 130.3, 126.9, (CH) 129.5, 129.3 (x 2), 129.2, 125.5, 123.9, 121.6 (x 2), 119.3, 109.6, 106.1 (x 2), (CH3) 60.8, 55.9 (x 2), 55.8; IR numax (cm-1) 3415 (N-H), 1750 (C=O); HR ESMS m/z 458.1588 [M+Na]+. Calc. for C25H25NNaO6, 458.1580.

According to the analysis of related databases, 162705-07-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Conesa-Milian, Laura; Falomir, Eva; Murga, Juan; Carda, Miguel; Meyen, Eef; Liekens, Sandra; Alberto Marco; European Journal of Medicinal Chemistry; vol. 147; (2018); p. 183 – 193;,
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