Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 707-07-3, name is (Trimethoxymethyl)benzene, 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 707-07-3, COA of Formula: C10H14O3

General procedure: To a stirred solution of the respective N-carbamate-protected aminovicinal diol 4 (0.50 mmol, 1 equiv) in CH2Cl2 (10 mL, 0.05 M) were added BF3·OEt2 (50 muL, 0.050 mmol, 0.1 equiv, 1.0 M solution in CH2Cl2) and trimethyl orthobenzoate (0.13 mL, 0.75 mmol, 1.5 equiv) at r.t. The resulting mixture was refluxed or stirred at r.t. under N2 until TLC showed complete conversion of the substrate. The reaction was quenched with sat. aq NaHCO3 and extracted with EtOAc (2 ×). The combined organic layers were washed with brine, dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (hexane/EtOAc) to give the desired product 5.

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; Park, Heemin; Kwon, Yongseok; Shin, Jae Eui; Kim, Woo-Jung; Hwang, Soonho; Lee, Seokwoo; Kim, Sanghee; Synthesis; vol. 49; 12; (2017); p. 2761 – 2767;,
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Synthetic Route of 1535-73-5, The chemical industry reduces the impact on the environment during synthesis 1535-73-5, name is 3-Trifluoromethoxyaniline, I believe this compound will play a more active role in future production and life.

To a 100 mL one-necked flask was added compound Q6 (100 mg, 0.29 mmol), EDCI (113.1 mg, 0.59 mmol), HOBt (79.7 mg, 0.59 mmol), DMAP (144.2 mg, 1.18 mmol) and m-trifluoromethoxyaniline (10 mL) was added, and the mixture was stirred at room temperature for 12 h. The reaction was complete with TLC, and 20 mL of water was added. The aqueous phase was extracted with DCM (20 mL x 3) and the organic phases were combined. , Saturated NaCl solution (30 mL), dried over anhydrous NaSO4 and concentrated under reduced pressure and subjected to silica gel column chromatography (PE: EA = 2: 1) to give compound Q20 (120 mg white solid, 82percent).

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-Trifluoromethoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; East China Normal University; Qiu Wenwei; Yi Zhengfang; Yang Lianfang; Xing Yajing; Liu Mingyao; Xie Jia; (25 pag.)CN106928095; (2017); A;,
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Reference of 592-55-2, 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. 592-55-2 name is 1-Bromo-2-ethoxyethane, 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.

To a solution of 1,3-dithiane (1.02 g, 8.51 mmol) in THF (20 mL) under nitrogen at -3O0C was added n- BuLi in hexanes (4.90 mL, 1.6 M, 7.84 mmol) dropwise. The reaction was left for 2 hours at this temperature then was cooled to -780C when a solution of 2-bromoethyl ethyl ether (0.80 mL, 7.09 mmol) in THF (5 mL) was added dropwise. The reaction was then left to warm to room temperature and stir for 18 hours. The reaction was quenched with 10% citric acid (12 mL) and diluted with ethyl acetate (70 mL) . The aqueous phase was extracted with ethyl acetate (2 x 10 mL) . The combined organic phase was dried, filtered and the solvent removed in vacuo. This material (1.43 g) was dried onto silica gel then purified by flash chromatography, eluting with petroleum spirit/ethyl acetate (9:1) to afford, as a yellow oil, 2- (2-ethoxy-ethyl) – [1,3] dithiane (0.49 g, 36%). 1H NMR (CDCl3, 400 MHz) delta= 1.20 (t, J = 7.0 Hz, 3H), 1.80- 1.94 (m, IH), 2.02 (q, J= 6.4 Hz, 2H), 2.08-2.18 (m, IH), EPO 2.77-2.92 (m, 4H) , 3.49 (q, J = 7.2 Hz, 2H) , 3.58 (t, J” = 6.4 Hz, 2H) , 4.21 (t, J = 7.2 Hz, IH) .

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

Reference:
Patent; ZINGOTX PTY LTD; WO2006/125276; (2006); A1;,
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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. 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, A new synthetic method of this compound is introduced below., Application In Synthesis of (4-(Trifluoromethoxy)phenyl)methanamine

Step 2 Nitro-4-(4-trifluoromethoxy-benzylamino)-benzoic acid allyl ester; 5.0 g of 4-fluoro-3-nitro-benzoic acid allyl ester (22 mmol) were dissolved in 100 ml ethanol. 4.25 g of 4-(trifluoromethoxy)-benzylamine (22 mmol) were added and stirred at room temperature for 1 h. The product was extracted from methylenchloride/water and dried over sodium sulfate. The crude product was crystallized from isopropyl ether to result in yellow crystals (7.5 g). MS(ISP): 397.2 (M+H)+.

The synthetic route of 93919-56-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bleicher, Konrad; Heinrich Nettekoven, Matthias; Pflieger, Philippe; Roever, Stephan; US2006/89367; (2006); A1;,
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54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane, 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. Application In Synthesis of 1-Bromo-2-(2-methoxyethoxy)ethane

Hydrazinemonohydrate and ethanol were put into a reaction container under a nitrogen atmosphere. A compound represented by Formula 1-122-1) was added, rollowed by heating and stirring The resultant product was concentrated to obtain a mixture containing a compound represented ny Formula (i-±2/–L)

The synthetic route of 54149-17-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DIC CORPORATION; TENG, Yan; HORIGUCHI, Masahiro; KADOMOTO, Yutaka; KOISO, Akihiro; HAYASHI, Masanao; SAITOU, Yoshitaka; LI, Zhimin; (201 pag.)WO2017/79867; (2017); A1;,
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Electric Literature of 10103-06-7, A common heterocyclic compound, 10103-06-7, name is 2,3-Dimethoxynaphthalene, molecular formula is C12H12O2, 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.

(a) 1-(6,7-Dimethoxy-naphthalen-2-yl)-2-methyl-propan-1-one The solution of 2,3-dimethoxynaphthalene (16.5 g), isobutyroylchloride (12.5 g) and aluminum chloride (15.7 g) in methylene chloride (200 ml) was stirred at ambient temperature overnight. The solution was then washed with saturated sodium bicarbonate and water, dried with sodium sulfate and evaporated. Finally the crude product was triturated with ether. Yield: 13.5 g, melting point 103-105 C. 1H-NMR (DMSO-d6): 8.51 (s,1H), 7.83 (s,2H), 7.53 (s,1H), 7.39 (s,1H), (s,3H), 3.91 (s,3H), 3.76-3.80 (m,1H), 1.16 (d,6H, J=8 Hz).

The synthetic route of 10103-06-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Baeckstroem, Reijo; Pystynen, Jarmo; Lotta, Timo; Ovaska, Martti; Taskinen, Jyrki; US2004/34011; (2004); A1;,
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Related Products of 20781-20-8, 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. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

According to Scheme 35, a 10 mL micro wavable vial was charged with compound 10 (250 mg, 0.73 mmol), 2,4-dimethoxybenzylamine (Aldrich, 0.54 mL, 3.63 mmol), Pd2(dba)3 (21 mg, 0.036 mmol), NaOBu-t (140 mg, 1.46 mmol), BINAP (45 mg, 0.07 mmol) and dioxane/DMF (3 mL/1 mL). The mixture was purge with argon and then stirred at 160C under microwave for 20 min. The reaction mixture was cooled to room temperature and diluted with EtOAc. The EtOAc was isolated and dried over MgS04. The EtOAc was evaporated and the residue was subjected to flash column chromatography (hexanes/EtOAc) to give compound 11 as white solid (yield 55%) (m/z + H) 474.

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, (2,4-Dimethoxyphenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PURDUE PHARMA L.P.; NI, Chiyou; SHAO, Bin; TAFESSE, Laykea; YAO, Jiangchao; YU, Jianming; ZHOU, Xiaoming; WO2012/35421; (2012); A2;,
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22236-10-8, name is 4-(Difluoromethoxy)aniline, 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. Application In Synthesis of 4-(Difluoromethoxy)aniline

The nitro ether (149 mmol) was dissolved in ethanol (37.5 mL), diluted with water (25 mL), and was treated with ammonium chloride (84.7 mmol) and iron powder (105 mmol). The reaction mixture was heated at reflux for 30 minutes and the suspension was filtered through Celite. The filter cake was washed with ethanol three times and the combined filtrates were concentrated. The residue was dissolved in water and the pH adjusted to 9-10 with 5 M sodium hydroxide. The aqueous layer was extracted with ethyl acetate (3×100 mL) and the combined organic layers were dried (magnesium sulfate) and concentrated to a yellow oil. The oil was dissolved in acetic anhydride (23.5 mmol) and the reaction mixture was maintained at rt for 16 h. The reaction mixture was diluted with water (50 mL) and was neutralized with solid sodium bicarbonate. The precipitated solids were isolated by filtration, washed with water, and dried to provide the acetamide in 62% yield as a light yellow solid.

The synthetic route of 22236-10-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xie, Wenge; Herbert, Brian; Ma, Jianguo; Nguyen, Truc Minh; Schumacher, Richard; Gauss, Carla Maria; Tehim, Ashok; US2005/250808; (2005); A1;,
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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 38336-04-8 as follows. Product Details of 38336-04-8

(1) Take 10g of bromonitrobenzene dissolved inIn 50 ml acetonitrile,6.5 g 2-benzyloxyethylamine was added to the above solution under ice bath.Then add 20 ml of triethylamine,Reaction at room temperature for 6 hours,A yellow clear solution is obtained,The reaction solution was concentrated under reduced pressure,Dissolved in 200 ml of dichloromethaneWash 50 ml of water three timesCombine the organic phase,Dry with anhydrous sodium sulfateAfter filtration, spin dry to obtain a crude product.After purifying crude product column chromatography, it will be 10.8Compound II,Yield 91.7%.

According to the analysis of related databases, 38336-04-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Tierxi (Nanjing) Pharmaceutical Research And Development Co., Ltd.; Li Yantao; Mao Yu; Zhang Chi; Liu Chun; Cui Xilin; (13 pag.)CN107586291; (2018); 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. 437-83-2, name is 3-Fluoro-2-methoxyaniline, A new synthetic method of this compound is introduced below., SDS of cas: 437-83-2

General procedure: NaNO2 (12.0 g, 173 mmol, in 40 mL of water) solution was addeddropwise to the mixture of 3-fluoro-2-methoxyaniline (20.0 g, 158 mmol) in 200 mL of hydrobromic acid (47 %) and100 mL of water at -5 ~ 0 C and stirred for 1 hour. This solution was then added slowly to the suspension of CuBr(45.2 g, 315 mmol) in 50 mL of hydrobromic acid (47 %) at 0 C. The resulting mixture was stirred at 0 C for 1 hourthen warmed to 50 C and stirred for 1 hour. The reaction mixture was poured into ice water and extracted withether (2 X 500 mL). The combined organic layer was washed with brine, dried over anhydrous Na2SO4 and concentratedto give 1-bromo-3-fluoro-2-methoxybenzene.

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; Merck Sharp & Dohme Corp.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; (128 pag.)EP2744499; (2016); B1;,
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