Ethers-buliding-blocks

Related Products of 21388-17-0,Some common heterocyclic compound, 21388-17-0, name is 2-Ethyl-6-methoxynaphthalene, molecular formula is C13H14O, 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.

EXAMPLE 9 Preparation of 2-Methoxy-6-(1-Bromoethyl) Naphthalene: A mixture of 1.0 gram of 2-methoxy-6-ethylnaphthalene and 1.05 grams of N-bromosuccinimide in 10.0 ml. of carbon tetrachloride was refluxed for 1 hour. During this time, the solids migrated from the bottom of the reaction flask to the top. The mixture was cooled to room temperature and the solids were separated from the liquid by filtration on a small suction filter funnel. The carbon tetrachloride solvent was removed using a rotary vacuum evaporator. The yield was 1.55 grams of a pale oil that solidified at room temperature. Based on 1 H nuclear magnetic resonance data, the product had a structure consistent with that of 2-methoxy-6- (1-bromoethyl) naphthalene.

The synthetic route of 21388-17-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amoco Corporation; US5235115; (1993); A;,
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1663-61-2, name is (Triethoxymethyl)benzene, 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. Product Details of 1663-61-2

EXAMPLE IV 1-acetyl-5-butyryl-3-(ethoxy-phenyl-methylidene)-2-indolinone 10 g (49 mmol) 5-butyryl-2-indolinone (Ex. 1.2) are stirred in 200 ml acetic anhydride for 5 h at 130¡ã C. Then 35 ml triethyl orthobenzoate are added and the mixture is stirred for a further 4 h at 100¡ã C. Then it is evaporated down and the resulting precipitate is suction filtered, washed and dried. Yield: 11.5 g (62percent of theory) Rf=0.79 (silica gel, ethyl acetate/cyclohexane/methanol 9:9:2) C23H23NO4 (MW=377.438) Mass spectrum: m/z=378 (M+H)+

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

Reference:
Patent; Boehringer Ingelheim International GmbH; US2005/209302; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)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 18800-30-1, HPLC of Formula: C8H8Br2O

4-(4-methoxybenzoyl)piperidine (1.2 g, 5.3 mmol),1-(2-Bromoethoxy)-4-bromobenzene (1.9 g, 6.9 mmol), KI (1.6 g, 10 mmol) and 30 mL of ethanol were added to a 100 mL eggplant-shaped flask and heated under reflux, and 5 mL of a 20% KOH solution was added dropwise.The addition was completed in 10 minutes. Reflux for 24 hours, evaporate the solvent and dissolve in 30 mL of dichloromethane.The organic layer was washed three times with 20 mL of water, and the organic layer was concentrated.A mixture of ethyl acetate and petroleum ether was used as the eluent.Column chromatography gave 0.60 g of pale yellow solid with a yield of 27.8%

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-Bromo-4-(2-bromoethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Southeast University; Zhong Yan; Fang Tiantian; Chen Liyi; (24 pag.)CN110437136; (2019); A;,
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Application of 216067-66-2,Some common heterocyclic compound, 216067-66-2, name is O-(2,4-Dimethoxybenzyl)hydroxylamine, molecular formula is C9H13NO3, 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 3 Preparation of 5- (3-Formvl-ph)-furan-2-carboxylic acid 2 4-dimethoxv-benzyloxv)- amide The title compound was made by method analogous to INTERMEDIATE 2. Alternatively, it was also made by the following method. The acid (25) which was made by method analogous to INTERMEDIATE 1, was reacted with protected hydroxylamine (24) by using N, N’-Dicyclohexylcarbodiimide (DCC) as coupling reagent. The resulting bromide (26) was used for Suzuki coupling to give the title compound (28).

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

Reference:
Patent; S*BIO PTE LTD; WO2005/40161; (2005); A1;,
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Synthetic Route of 20265-97-8, A common heterocyclic compound, 20265-97-8, name is 4-Methoxyaniline hydrochloride, molecular formula is C7H10ClNO, 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 solution of 2-oxazolidinone (1.5 g, 17.2 mmol) in 2-(2-ethoxyethoxy)ethanol (20 mL) was treated with p-anisidine hydrochloride (2.1 g, 17.2 mmol) and heated in the microwave at 150 C. at 300 W for 10 min. The solution was cooled to rt and Et2O (50 mL) was added. The resulting solid precipitate was filtered and washed with Et2O (3¡Á20 mL). HPLC: Rt=0.23. MS (ESI): mass calcd. for C9H14N2O, 166.1; m/z found, 150 [M-16]+.

The synthetic route of 20265-97-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Allen, Darin; Choong, Ingrid; Lew, Willard; US2008/207683; (2008); 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. 101-55-3, name is 1-Bromo-4-phenoxybenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromo-4-phenoxybenzene

4-bromodiphenyl ether(6.2g, 25.0mmol) Isopropanol pinacol borate (10.3 mL, 50 mmol)Soluble in dry tetrahydrofuran,Cooled to -78C under nitrogen protection.n-Butyllithium (2.5M, 18 mL, 45 mmol) was added dropwise,After completion of the addition, the mixture was stirred for 6 hours and slowly warmed to -40C for 12 hours.The reaction was added to saturated ammonium chloride solution and extracted three times with ethyl acetate.The organic phases were combined and dried over anhydrous sodium sulfate.It was evaporated to dryness by rotary evaporation and purified by column to give 5.4 g of the target compound in a yield of 72%.

The synthetic route of 101-55-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhao Yujun; Chen Deheng; Yan Ziqin; Guo Dexiang; (85 pag.)CN107759602; (2018); A;,
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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. 27060-75-9, name is 1-Bromo-4-methoxy-2-methylbenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 1-Bromo-4-methoxy-2-methylbenzene

This experiment was carried out four times. Tributyl(methoxy)stannane (400 g, 1.24 mol), 1-bromo-4-methoxy-2-methylbenzene (250 g, 1.24 mol), prop-1-en-2-ylacetate (187 g, 1.87 mol), palladium(ll) acetate (7.5 g, 33 mmol) and tri-otolylphosphine (10 g, 33 mmol) were stirred together in toluene (2 L) at 100 00 for 18 hours. After it had cooled to room temperature, the reaction mixture was treated with aqueous potassium fluoride solution (4 M, 400 mL) and stirred for 2 hours at 40 00. The resulting mixture was diluted with toluene (500 mL) and filtered through diatomaceousearth; the filter pad was thoroughly washed with ethyl acetate (2 x 1.5 L). The organic layer from the combined filtrates was dried over sodium sulfate, filtered, and concentrated in vacuo. Purification via silica gel chromatography (Gradient: 0% to 5% ethyl acetate in petroleum ether) provided the product as a yellow oil. Combined yield:602 g, 3.38 mol, 68%. LCMS m/z 179.0 [M+H]. 1H NMR (400 MHz, CDCI3) oe 7.05 (d,J=8.3 Hz, 1H), 6.70-6.77 (m, 2H), 3.79 (5, 3H), 3.65 (5, 2H), 2.22 (5, 3H), 2.14 (5, 3H).

The synthetic route of 27060-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; GRAY, David Lawrence Firman; DAVOREN, Jennifer Elizabeth; DOUNAY, Amy Beth; EFREMOV, Ivan Viktorovich; MENTE, Scot Richard; SUBRAMANYAM, Chakrapani; WO2015/166370; (2015); A1;,
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Synthetic Route of 20781-20-8, These common heterocyclic compound, 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, 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.

Step 1: synthesis of methyl 5-(2,4-dimethoxybenzylamino)-4-nitrothiophene-2-carboxylate (86) A mixture of 2,4-dimethoxybenzylamine (58.7 mmol, 8.81 ml, 9.81 g), methyl 5-chloro-4-nitrothiophene-2-carboxylate (45.1 mmol, 10 g) and potassium carbonate (180 mmol, 24.94 g) were stirred at rt in Acetonitrile (226 mL) for 1 h. Reaction was quenched with water and the resulting precipitate was collected to give methyl 5-(2,4-dimethoxybenzylamino)-4-nitrothiophene-2-carboxylate 86 (15.5 g, 97%). NMR (400 MHz, CDCl3) 3.82 (s, 3H), 3.85 (s, 3H), 3.86 (s, 3H), 4.45 (d, J=5.9 Hz, 2H), 6.46 (dd, J=8.2 Hz and 2.3 Hz, 1H), 6.50 (d, J=2.3 Hz, 1H), 7.20 (d, J=8.2 Hz, 1H), 7.99 (s, 1H), 8.89 (br s, 1). (m/z)=353 (M+H)+.

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

Reference:
Patent; Folmer, Brigitte Johanna Bernita; Man, de Adrianus Petrus Antonius; Gernette, Elisabeth Sophia; Corte Real Goncalves Azevedo, Rita; Ibrahim, Hemen; US2013/79341; (2013); A1;,
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Application of 366-99-4, A common heterocyclic compound, 366-99-4, name is 3-Fluoro-4-methoxyaniline, molecular formula is C7H8FNO, 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.

28.a. 1-(2-amino-4-fluoro-5-methoxyphenyl)-1-propanone (This product is obtained according to Sugasawa T; Toyoda T; Adachi M; Sasakura K, J. Am. Chem. Soc., 100 (1978), p.4842-4852). Boron trichloride (1M in heptane, 156 ml, 156 mmol) is added dropwise, under an argon atmosphere at 0¡ã C. to a solution of 3-fluoro-4-methoxy-aniline (20 g, 142 mmol) in anhydrous dichloromethane (200 ml). The pink suspension thus obtained is maintained under agitation for 5 minutes, then propionitrile (33 ml, 420 mmol) is added dropwise followed by aluminium trichloride (20.8 g, 156 mmol) in small portions. The reaction medium is heated under reflux for 3 hours, cooled down to 0¡ã C., hydrolyzed by cautiously adding 2N hydrochloric acid (100 ml), then heated at reflux for 45 minutes. After cooling down to 0¡ã C. a precipitate is obtained which is filtered out, washed with dichloromethane, then taken up in water (300 ml). The aqueous phase is basified to an alkaline pH, extracted with dichloromethane then ethyl acetate. The organic phase is dried (MgSO4) then evaporated to produce a crude product which is purified by column chromatography (SiO2, AcOEt/Hpt: 1/99 to 20/80). 15.3 g of a yellow solid is obtained. NMR-1H (CDCl3): 1.20 (t, 3H); 2.92 (q, 2H); 3.83 (s, 3H); 6.2 (s, 2H); 6.40 (d, 2H); 7.32 (d, 2H). IR (KBr): 857; 1148; 1240; 1561; 1583; 1662.

The synthetic route of 366-99-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Societe de Recherches et d’Applications Scientifiques (S.C.R.A.S.); US6815546; (2004); B2;,
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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 50592-87-5 as follows. category: ethers-buliding-blocks

In an appropriate vessel for microwave was mixed 1-bromo-6-methoxyhexane (183 mg ; 0.94 mmol ; 1eq) and tributylphosphine (209 mg (95% pure : 220 mg) ; 1.03 mmol ; 1.1 eq) under inert atmosphere (glove box). Then the mixture was irradiated under microwave (200W) at 130C for 2 hours. The obtained viscous mixture was washed, triturated and centrifuged twice with Et2O, then the supernatant was removed and the obtained residue was taken up into DCM and dried over high vacuum. It led to a pale yellow oil (338 mg ; 0.85 mmol ; 90%). 1H-NMR (CDCl3, 400MHz): delta 3.36 (t, 2H, J 6.4 Hz), 3.31 (s, 3H), 2.41 (m, 8H), 1.47-1.61 (br, 18H), 1.41 (quint, 2H, J 7.2), 0.96 (t, 9H, J 6.6 Hz). 13C-NMR (101 MHz ; CDCl3): delta 72.5, 58.7, 30.7, 29.3, 25.7, 24.1, 22, 19.5, 19, 13.6 ; 9 signals obscured or overlapping. 31P-NMR (162 MHz ; CDCl3): delta 33.78. ESI MS : 317.3 m/z : M+ ; 713.5 m/z : [Br-M+]M+. Elemental analysis: calc % (C19H42BrOP 1/3 CH2Cl2): C, 53.24 ; H, 9.85. Found %: C, 52.94 ; H, 10.22.

According to the analysis of related databases, 50592-87-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Brunel, Frederic; Lautard, Christelle; Garzino, Frederic; Giorgio, Suzanne; Raimundo, Jean M.; Bolla, Jean M.; Camplo, Michel; Bioorganic and Medicinal Chemistry Letters; vol. 26; 15; (2016); p. 3770 – 3773;,
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