Month: May 2021

Reference of 104566-41-8, 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 104566-41-8 as follows.

Another procedure involves use amide formation using the acid chloride as shown in the following reaction. To 4-biphenylacetic acid (2.5 g) in a flask, thionylchloride (20 ml) was added and heated to reflux for 1 h, cooled, and the excess thionylchloride removed under vacuum to dryness, then the produced crude acid chloride 2.8 g, dissolved in dry DCM (dichloromethane) (30 ml), and added drop wise at 0 C. to equimolar amount of the 3-benzyloxybenzylamine solution in DCM (10 ml) with (1.5 mol) of triethylamine (TEA) and stirred for 5 hrs, then poured onto acidified cold water, the organic layer washed with water, brine and the solvent removed under reduced pressure to give the target amide in 80% yield. 1H NMR (DMSO, 500 MHz): delta 8.58 (t, J=12 Hz 1H), 7.60-7.57 (m, 4H), 7.44-7.29(m, 10H), delta 7.21(t, J=16.5 Hz, 2H), 6.85(d, J=6.5 Hz, 2H), 6.81(d, J=8.0 Hz, 1H), 5.00(s, 2H), 4.24(d, J=6 Hz, 2H), 3.51(s, 2H).

According to the analysis of related databases, 104566-41-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hangauer, David G.; US2006/160800; (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. 106658-14-4, name is 4-Methoxybenzene-1,2-diamine hydrochloride, A new synthetic method of this compound is introduced below., Safety of 4-Methoxybenzene-1,2-diamine hydrochloride

To a solution of 1,2-diamino-4-methoxybenzene hydrochloride (2 g) in acetonitrile (20 mL) was added dropwise tert-butylnitrite (1.35 mL) at 0 C. After 4 hours at room temperature, the mixture was concentrated under reduced pressure to a solid residue, which was then dissolved in water. The aqueous solution was neutralized with a saturated solution of sodium bicarbonate and extracted with ethyl acetate. The organic phase was washed with brine, dried over anhydrous sodium sulfate, filtered and the filtrate concentrated under reduced pressure to afford 5-methoxy-1H-benzotriazole as an off-white solid (1.2 g, 85%). MS (ES): M/Z [M+H]=150.

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; Soll, Mark David; Hir de Fallois, Loic Patrick Le; Huber, Scot Kevin; Lee, Hyoung Ik; Wilkinson, Douglas Edward; Jacobs, Robert Toms; Beck, Brent Christopher; US2010/125089; (2010); 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. 126940-10-1, name is 1-Fluoro-3-(methoxymethoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H9FO2

A solution of 270 ML (430 MMol) n-butyllithium (1.6 M in hexanes) in 800 ML tetrahydrofuran was cooled to -78C. To this solution was added a solution of 60 gm (384 MMol) 1-(methoxymethoxy)-3-fluorobenzene in 100 ML tetrahydrofuran over 30 minutes.. The resulting mixture was stirred for 1 hour and was then rapidly quenched with 67.5 gm (423 MMol) bromine.. The reaction mixture was stirred for 30 minutes and was then partitioned by the addition of 500 ML methyltert-butyl ether and 300 ML saturated aqueous sodium thiosulfate.. The organic phase was dried over sodium sulfate and concentrated under reduced pressure.. The residual oil was distilled (kugelrorh, 70-100C, 0.1 torr) to provide 81.7 gm (91%) of the desired compound as a colorless oil.

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 126940-10-1.

Reference:
Patent; ELI LILLY AND COMPANY; EP1204660; (2004); B1;,
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Related Products of 578-58-5, 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. 578-58-5 name is 2-Methylanisole, 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: 1 mL [Bmim]NO3, 0.5 mmolsubstrate and 0.25 mmol Br2 were added to a dried 45 mL tube equipped witha magnetic stirring (note: the air in the tube was not removed). Then thereaction tube was sealed to perform the reaction at 80 C for 24 h. Once thereaction time was reached, the mixture was cooled to room temperature and3 mL water was added. Then the desired product was extracted with CH2Cl2(3 10 mL). GC analysis of the mixture provided the GC yield of the product.The product in another parallel experiment was purified by columnchromatography, and identified by 1H NMR and 13C NMR.

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

Reference:
Article; Ren, Yun-Lai; Wang, Binyu; Tian, Xin-Zhe; Zhao, Shuang; Wang, Jianji; Tetrahedron Letters; vol. 56; 46; (2015); p. 6452 – 6455;,
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Application of 15799-79-8, 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. 15799-79-8 name is 3-Methoxy-N,N-dimethylaniline, 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.

[0147] (S)-3-(4-Dimethylamino-2-methoxy-phenyl)-3-phenyl-propanol: To a 50-mL roundbottom flask equipped with a magnetic stir bar was added (2S,5S)-5-benzyl-2-tert-butyl-3-methylimidazolidin-4-one (0.394 g, 1.60 mmol, 0.100 equiv), CH2Cl2 (16.0 mL), HCl (as a 4N solution in 1,4-dioxane, 0.400 mL, 1.60 mmol, 0.100 equiv), and N,N-dimethyl-m-anisidine (4.69 mL, 32.0 mmol, 2.00 equiv). The reaction vessel was cooled to 0o C. before the addition of cinnamaldehyde (2.06 ml, 16.0 mmol, 1.00 equiv). The solution was stirred for 12 h at 0o C. and then warmed to ambient temperature and stirred for an additional 6 h. At that time, the reaction mixture was added drop-wise to a stirring suspension of NaBH4 (0.750 g, 0.198 mmol, 1.24 equiv) in ethanol. After 5 min, the reduction was quenched with saturated aqueous NaHCO3 solution and diluted with CH2Cl2. The layers were separated and the organic was washed with saturated aqueous NaHCO3 and brine solutions. The resulting solution was dried over sodium sulfate and concentrated in vacuo to give a pale yellow residue, which was purified by silica gel chromatography. Gradient elution with 25-50% EtOAc in hexanes afforded the product as a colorless oil in 81% yield (3.70 g, 13.0 mmol); 74% ee. 1H NMR (300 MHz, CDCl3) ?7.32-7.12 (m, 5H, ArH), 6.99 (d, J=8.2 Hz, 1H, ArH), 6.31 (dd, J=2.7, 8.8 Hz, 1H, ArH), 6.27 (d, J=2.2, Hz, 1H, ArH), 4.51 (dd, J=6.6, 8.8 Hz, 1H, ArCH), 3.83 (s, 3H, OCH3), 3.65-3.48 (m, 2H, CH2OH), 2.93 (s, 6H, N(CH3)2), 2.38-2.12 (m, 2H, CHCH2), 1.98 (br s, 1H, OH); 13C NMR (75 MHz, CDCl3) ?157.8, 150.5, 145.5, 128.8, 128.4, 128.2, 125.9, 121.3, 105.5, 96.6, 61.6, 55.9, 41.1, 38.7, 38.2. [0148] The enantiomeric ratio of the product was determined by HPLC analysis using a Chiracel AD and AD guard column (10% ethanol/hexanes, 1 mL/min); R isomer tr=12.9 min, S isomer tr=18.1 min.

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

Reference:
Patent; MacMillan, David W.C.; Paras, Nick A.; US2003/236438; (2003); A1;,
Ether – Wikipedia,
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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. 17715-70-7, name is 2,4-Dimethoxy-1-fluorobenzene, A new synthetic method of this compound is introduced below., Quality Control of 2,4-Dimethoxy-1-fluorobenzene

Preparation 29 6-Fluoro-7-hydroxychroman-4-one A mixture of 1,3-dimethoxybenzene (3.80 mL, 29.0 mmol) and N-fluorodibenzenesulfonamide (4.21 g, 29.21 mmol) was heated at 60 C. overnight. The mixture was cooled and flash chromatographed on silica gel (2*5 inches packed in hexane) with elution proceeding as follows: 3% ethyl acetate/hexane (1000 mL), discarded forerun; 3% ethyl acetate/hexane (1000 mL), 2.69 g of a 2:1 mixture of 2,4-dimethoxyfluorobenzene and starting material which was carried directly into the next step. The product of the above reaction was combined with acetic acid (11 mL) and 48% HBr (11 mL) and refluxed 3 h. The reaction was concentrated and flash chromatographed on silica gel (2*5 inches packed in hexane) with elution proceeding as follows: 10% ethyl acetate/hexane (2000 mL), 0.95 g (43%) of 2,4-dihydroxyfluorobenzene as a waxy white solid which was used without purification. A mixture of 2,4-dihydroxyfluorobenzene (0.15 g, 1.17 mmol), 3-chloropropionic acid (0.13 g, 1.20 mmol) and trifluoromethanesulfonic acid (1 mL) were heated to 80 C. for 3 h. The reaction was poured into water and extracted with ether (3x). The combined organic phase was washed with water and brine, dried over magnesium sulfate, and concentrated to give 2,4-dihydroxy-5-fluoro-beta-chloropropiophenone as a red solid which had: NMR delta7.37 (d, J=10.8 Hz, 1 H), 6.54 (d, J=7.7 Hz, 1 H), 3.87 (t, J=6.8 Hz, 2 H), 3.33 (t, J=6.8 Hz, 2 H). This product still contained some residual 3-chloropropionic acid but was suitable for use in the next reaction.

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; Pfizer Inc.; US6258827; (2001); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 10075-63-5, 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. 10075-63-5, name is 1,5-Dimethoxynaphthalene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1 mmol of 1,5-dimethoxynaphthalene was added to the reaction flask, dissolved in 2 mL of acetonitrile, and 145 uL of t-butyl nitrite was added. The mixture was stirred at room temperature for 24 hours. After the reaction was completed, the organic solvent was removed by a rotary evaporator. Solvent, column chromatography gave the product nitro product in a yield of 91%

The synthetic route of 1,5-Dimethoxynaphthalene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Tsingtao Biological Energies And Process Institute; Wang Qinggang; Xu Guangqiang; Xian Mo; Zhou Li; (11 pag.)CN108530242; (2018); A;,
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Synthetic Route of 40515-89-7, 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. 40515-89-7, name is Phenethoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: etherCatalytic decomposition of phenethyl phenyl ether (PPE) to aro-matics was carried out in a stainless steel autoclave reactor (25 mL)under hydrogen atmosphere. Prior to the reaction, each catalystwas reduced using an ex-situ reduction system at 450C for 4 hunder 5% H2/N2flow (50 mL/min). 50 mg of reduced catalyst, 0.25 gof phenethyl phenyl ether (Frinton Laboratory, a reactant), and 9 mLof hexadecane (Sigma-Aldrich, a solvent) were charged into thereactor at room temperature. The reactor was purged with nitro-gen several times in order to remove air. The catalytic reaction wasperformed at 250C and 10 bar (H2) for 3 h with agitation speed of250 rpm. After the reaction, reaction products were analyzed usinga gas chromatograph (Younglin, YL6100) equipped with a DB-1 col-umn and a flame ionization detector (FID). Conversion of phenethylphenyl ether and selectivity for aromatic product (benzene, phe-nol, or ethylbenzene) were calculated according to the followingequations on the basis of mole balance. Yield for aromatic product(benzene, phenol, or ethylbenzene) was calculated by multiplyingconversion of phenethyl phenyl ether and corresponding productselectivity

The synthetic route of Phenethoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kim, Jeong Kwon; Lee, Jong Kwon; Kang, Ki Hyuk; Lee, Jong Won; Song, In Kyu; Journal of Molecular Catalysis A: Chemical; vol. 410; (2015); p. 184 – 192;,
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Application of 86770-76-5,Some common heterocyclic compound, 86770-76-5, name is 1-Phenyl-2,5,8,11-tetraoxatridecan-13-amine, molecular formula is C15H25NO4, 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: Tert-butyl alcohol (1.5 equiv.) was added drop-wise to a stirredsolution of chlorosulfonyl isocyanate (1 equiv.) in dry DCM (15 mL)at 0 C under nitrogen. The solution was stirred for a further30 min at 0 C before a solution of the amine (1 equiv.) and drytriethylamine (1.5 equiv.) in dry DCM (15 mL)was added drop-wise.The reaction mixture was allowed to warm to room temperature,and then stirred for 16 h. The reaction mixture was then dilutedwith DCM (20 mL), washed with saturated aqueous NaHCO3(3 20 mL) and brine (3 20 mL). The combined organic extractswere dried over anhydrous MgSO4, filtered, and concentrated invacuo to give a residue that was then purified by flashchromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Phenyl-2,5,8,11-tetraoxatridecan-13-amine, its application will become more common.

Reference:
Article; Suthagar, Kajitha; Watson, Andrew J.A.; Wilkinson, Brendan L.; Fairbanks, Antony J.; European Journal of Medicinal Chemistry; vol. 102; (2015); p. 153 – 166;,
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Electric Literature of 2982-54-9,Some common heterocyclic compound, 2982-54-9, name is 2-(4-(Benzyloxy)phenyl)ethanamine hydrochloride, molecular formula is C15H18ClNO, 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.

The free base was made by partitioning the solid between Et2O and 2 M aq. NaOH solution. The organic layer was washed with sat. aq. NaCl solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 2-(4-benzyloxyphenyl)ethyl amine as a white solid, 8.92 g.

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

Reference:
Patent; Rigel Pharmaceuticals, Inc.; Goff, Dane; Payan, Donald G.; Braselmann, Sylvia; US2013/237524; (2013); A1;,
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