Month: September 2021

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, Recommanded Product: (Trimethoxymethyl)benzene

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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Reference of 439814-87-6,Some common heterocyclic compound, 439814-87-6, name is 4-Bromo-1-(dimethoxymethyl)-2-fluorobenzene, molecular formula is C9H10BrFO2, 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-bromo-1-dimethoxymethyl-2-fluorobenzene (4.53 g, 18.2 mmol) in tetrahydrofuran (50 mL) were added n-butyllithium (1.6 mol/L in hexanes; 15 mL) and dimethylformamide (2.1 mL, 27 mmol) sequentially at -78 C. under nitrogen atmosphere, and the mixture was stirred for 15 min. Water was added, and the mixture was extracted twice with ether. The organic layer was combined, washed with brine and dried on anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography (6:1 Hexane/ethyl acetate) to afford 4-dimethoxymethyl-3-fluorobenzaldehyde (2.26 g, 63%). 1H NMR (400 MHz, CDCl3) delta (ppm) 3.36 (s, 6H), 5.61 (s, 1H), 7.53 (dd, J=9.8, 1.6 Hz, 1H), 7.65 (dd, J=7.8, 1.6 Hz, 1H), 7.73 (t, J=7.8 Hz, 1H), 9.95 (d, J=2.0 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-1-(dimethoxymethyl)-2-fluorobenzene, its application will become more common.

Reference:
Patent; Akama, Tsutomu; Holcomb, Ryan; Tolman, Richard L.; US2002/120144; (2002); A1;,
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Related Products of 352-67-0,Some common heterocyclic compound, 352-67-0, name is 1-Fluoro-4-(trifluoromethoxy)benzene, molecular formula is C7H4F4O, 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.

Step 5: 7-bromo-3-[4-(trifluoromethoxy)phenyl]benzo[e]benzimidazole A stirred solution of the product of step 4 (15 g, 0.06 mol) and 1 -fluoro-4- (trifluoromethoxy)benzene (21 g, 0.12 mol) and Cs2C03 (50 g, 0.15 mol) in DMF (250 mL) was heated to 160C for 16h. The reaction mixture was diluted with water and extracted with EtOAc. The organic layer was dried (MgS04) and concentrated to give 7- bromo-3-[4-(trifluoromethoxy)phenyl]benzo[e]benzimidazole 16 g (65% yield) which was used without further purification. LC/MS (method 1 ): Rt = 1.304 min; MS: m / z = 406.7 (M+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Fluoro-4-(trifluoromethoxy)benzene, its application will become more common.

Reference:
Patent; BASF SE; NARINE, Arun; BANDUR, Nina Gertrud; DICKHAUT, Joachim; KOLLER, Raffael; VON DEYN, Wolfgang; WACH, Jean-Yves; SALGADO, Vincent; WO2015/7682; (2015); 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., Computed Properties of C8H8F3NO

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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Application of 7025-06-1,Some common heterocyclic compound, 7025-06-1, name is 1-Bromo-2-phenoxybenzene, molecular formula is C12H9BrO, 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 mixture of l-(3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)phenoxy)propan-2-ol (200 mg, 0.489 mmol), l-bromo-2-phenoxybenzene (120 mg, 0.489 mmol), Pd(dppf)Cl2 (36 mg, 0.049 mmol), K2C03 (202 mg, 1.47 mmol) in H20-dioxane (1 mL/ 3 mL) was stirred at 100°C under microwave heating for 15 min. The solvent was removed and the crude product purified by prep-HPLC to afford the title compound as the formate salt (33 mg, 15percent). 1H NMR (400 MHz, MeOD): delta 8.46 (s, 1H), 7.49 -7.22 (m, 9H), 7.17-7.11 (m, 3H), 7.04 – 6.98 (m, 2H), 6.92 – 6.90 (m, 1H), 6.87- 6.84 (m, 1H), 4.43- 4.37 (m, 1H), 4.28 (s, 2H), 3.98 (d, J = 5.2 Hz, 2H), 3.41 (t, J = 6.4 Hz, 2H), 3.25-3.13 (m, 4H)ppm; ESI-MS (m/z): 452.3 [M+l] +.

The synthetic route of 7025-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; JIN, Lei; WO2014/100695; (2014); 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 111-95-5 as follows. category: ethers-buliding-blocks

To a 0 C solution of compound 1(300 mg, 0.73 mmol), HATLI (698 mg,1.84 mmol), HOBt (205 rng, 1.84 rnmol) and DIPEA (379 mg, 2.79 mmol) in 3 rnLof DMF was added compound 2 (139 mg, 1.35mmol), The mixture was stirred at the room temperature for I h. Then the resulting solution was diluted with water (15 rnL and ethyl acetate (15 rnL. The layers were separated and the aqueous phase was extracted with ethyl acetate (15 rnL x 2). The combined organic layers weredried over anhydrous Na2SO4, concentrated and the residue was purified by flash column on silica gel eluted with petroleum ether and EtOAc to give the compound 3 (170 mg, 35%) as yellow solid. LCMS (M+H) m/z: cacld 638.8, found 638.9.

According to the analysis of related databases, 111-95-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CLEAVE BIOSCIENCES, INC.; ZHOU, Han-Jie; WUSTROW, David; WO2014/66506; (2014); A2;,
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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. 22094-18-4, name is 1,3-Dibromo-2,2-dimethoxypropane, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1,3-Dibromo-2,2-dimethoxypropane

A suspension of sodium hydride (2 g, 50.0 mmol) in DMF (20 ml) was cooled to 0 degree before 2-(4-bromophenyl)acetonithle (4 g, 20.40 mmol) was added slowly. The suspension was stirred at 0 degree for another 10min before 1,3-dibromo-2,2- dimethoxypropane (2.62 g, 10.00 mmol) was added. The reaction mixture was stirred at60 C for 20h before cooled to room temperature, poured into water (75ml) and extracted with ethyl acetate (2X50ml). The combined organic phase was washed with water (75ml), brine (50ml) and concentrated. The crude product was purified by column (100g, biotage) eluted with ethyl acetate/cyclohexane (0-10%) to afford product 1.7g (59% yield). NMR (500 MHz, DMSO-d6): 7.46 (d, 2H), 7.29 (d, 2H), 3.21 (s, 3H), 3.11 (s, 3H), 3.03 (d, 2H), 2.62 (d, 2H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 22094-18-4.

Reference:
Patent; ALMAC DISCOVERY LIMITED; ZHANG, Lixin; TREVITT, Graham, Peter; MIEL, Hughes; BURKAMP, Frank; HARRISON, Timothy; WILKINSON, Andrew, John; FABRITIUS, Charles-Henry; WO2011/77098; (2011); 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 588-96-5 as follows. name: p-Bromophenetole

General procedure: In air, aryl halide (0.2 mmol), arylboronic acid (0.22 mmol),K2CO3 (0.3 mmol), 5 ml of distilled water, and 2 mg of catalystwere combined in a 10 ml round bottom flask. The reactionmixture was magnetically stirred and the temperature wasmaintained at 75 C in an oil bath. Reaction progress was monitoredby TLC. After reaction was completed, the reaction mixturewas cooled to room temperature and filtrated. The filtratedsolid was washed with water (35 ml) and dissolved withethyl acetate. The catalyst was separated by filtration, washedwith water, and dried in vacuum. The combined organic phasewas dried with anhydrous MgSO4, and the solvent was removedunder reduced pressure to give the product.

According to the analysis of related databases, 588-96-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ma, Hengchang; Bao, Zhikang; Han, Guobin; Yang, Ningning; Xu, Yufei; Yang, Zengming; Cao, Wei; Ma, Yuan; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 34; 3; (2013); p. 578 – 584;,
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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. 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2-Bromo-1,1-dimethoxyethane

As described by Doel et al.,13 a solution of adenine or thymine (1 equiv) and K2CO3 (1 equiv) in DMF (10 mL) was stirred at 100 C in the presence of 2-bromo-1,1-dimethoxyethane (1.1 equiv). After 24 h, the reaction was filtered and the solvent removed under reduced pressure. The crude mixture was purified by column chromatography in silica gel with MeOH: CH2Cl2 or EtOAc: hexane as mobile phase. Corresponding 9-(2,2-dimethoxyethyl)-adenine and 1-(2,2-dimethoxyethyl)-thymine were obtained in 61% and 38% isolated yields respectively. Both acetals were completely hydrolyzed after 1 h stirring in HCl 1 N at 90 C, to yield the corresponding aldehydes.20

The synthetic route of 7252-83-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Palazzolo, Martin A.; Perez-Sanchez, Maria; Dominguez De Maria, Pablo; Iribarren, Adolfo M.; Lewkowicz, Elizabeth S.; Tetrahedron Letters; vol. 53; 50; (2012); p. 6797 – 6800,4;,
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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 13070-45-6 as follows. HPLC of Formula: C13H15NO

Dissolve 93 mg of S11 in acetonitrile.Add 135 mg of 3,4-dihydroxybenzonitrile and add 7 mg of iron phthalocyanine under ice bath.30 mg of acetic acid, 4.8 mg of methanesulfonic acid and 135 mg of tert-butyl hydroperoxide, After stirring the reaction for 5 minutes under the same conditions,After monitoring the reaction, it was diluted with 20 mL of ethyl acetate and extracted with 20 mL of H2O.The combined organic layer Wash with 20 mL of saturated brine.Dry with anhydrous Na2SO4, filter and spin dry. Purified with silica gel column, eluent PE/ EtOAc = 8:1,188 mg of compound 11,The reaction yield was 56%;The product was a light yellow oil at room temperature.Physical state: light yellow oil; melting point: 138.5-139.4 C

According to the analysis of related databases, 13070-45-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fuzhou University; Chen Haijun; Guo Mei; Ye Jinxiang; Chen Yi; Lin Yuqi; Gao Yu; (14 pag.)CN108530456; (2018); A;,
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