Category: ethers-buliding-blocks

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. 707-07-3, name is (Trimethoxymethyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C10H14O3

At room temperature, 20g (74.9mmol) methyl 1-(chloroacetyl)-2-oxoindolin-6-ylcarboxylate was dissolved in 50 ml of acetic anhydride. The mixture is heated at 124 C. Add dropwise 27.28g (149.8mmol) trimethyl orthobenzoate. React for 6h in the open to distill off the volatile parts of the reaction mixture. After the reaction, cooling to room temperature, precipitated crystal. turns on lathe does solvent, using 500 ml DCM (dichloromethane) dissolving the residue, added to the 1.5L in petroleum ether, to separate out the solid, room temperature stirring 3h, ice-bath 1h, filtered to obtain yellow solid 27.4g, the target compound, the yield is 95%.

The synthetic route of 707-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Southeast University; Ji, Min; Chen, Hao; Cai, Jin; Liu, Haidong; Li, Rui; (13 pag.)(2016);,
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Adding a certain compound to certain chemical reactions, such as: 1515-81-7, name is 1-Methoxy-4-(methoxymethyl)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 1515-81-7, category: ethers-buliding-blocks

General procedure: Toan oven-dried round-bottomed flask under N2 atmosphere was added CH2Cl2(5 mL), thiol (1.0 mmol), p-methoxybenzylmethyl ether (167 mL,167 mg, 1.10 mmol), TMSOTf (271 muL, 333 mg, 1.50 mmol), anddiisopropylethylamine (244 muL, 181 mg, 1.40 mmol). The homogenous mixture was stirredovernight and then passed through a column of silica (2 cm x 1 cm) with Et2O.The solvent was removed in vacuo and the residue was purified by columnchromatography (0-2% EtOAc/hexanes).

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Reference:
Article; Downey, C. Wade; Covington, Sarah E.; Obenschain, Derek C.; Halliday, Evan; Rague, James T.; Confair, Danielle N.; Tetrahedron Letters; vol. 55; 37; (2014); p. 5213 – 5215;,
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5397-31-9, name is 3-((2-Ethylhexyl)oxy)propan-1-amine, 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. Safety of 3-((2-Ethylhexyl)oxy)propan-1-amine

Example 13A reaction vessel was charged with 180 parts by weight of 3-(2-ethylhexyloxy)propylamine, 180 parts by weight of DL-4,4-dimethyl pyroglutamine acid, and 100 parts by weight of methanol, and the mixture was stirred at 70 C. for 3 hours. The resulting reaction mixture was stripped at 90 C. under reduced pressure to remove the methanol, and 335 parts by weight of white solid was obtained at a yield of 93%. Results of the 13C-NMR shown in Table 13, below, and absorption at 1685 cm-1 (from amide bond) in the measurement of IR spectrum confirmed that the resulting product was an amino acid compound represented by the following formula: TABLE 13 13C-NMR (CDCl3) 11.2~74.3ppm (CH, -CH2-, -CH3) 180.9ppm (-NH-CO-) 35.0ppm (-CO-C) 22.4ppm (C-CH3) 41.8ppm (-C-CH2-) 56.4ppm [-CH(NH2)(COOH)] 179.2ppm (-COOH)

The synthetic route of 5397-31-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MORIYA, Hiroyuki; US2011/144369; (2011); A1;,
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Reference of 658-89-9, The chemical industry reduces the impact on the environment during synthesis 658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine, I believe this compound will play a more active role in future production and life.

Intermediate 51 : Mixture of (trans)-N-{2-amino-4-[(trifluoromethyl)oxy1phenyl)-3-(6-methyl- 2-pyridinyl)-2-oxo-1-oxa-3-azaspiro[4.51decane-8-carboxamide and (trans)-N-{2-amino-5- [(trifluoromethyl)oxy1phenyl)-3-(6-methyl-2-pyridinyl)-2-oxo-1-oxa-3-azaspiro[4.51decane- 8-carboxamide; To a shaken mixture of (trans)-3-(6-methyl-2-pyridinyl)-2-oxo-1-oxa-3- azaspiro[4.5]decane-8-carboxylic acid (Intermediate 52, 65.4 mg, 0.225 mmol) and 4- [(trifluoromethyl)oxy]-1 ,2-benzenediamine (Intermediate 32, 64.9 mg, 0.338 mmol) in pyridine (1.5 ml) was added EDCHCI (86 mg, 0.451 mmol) and the mixture was shaken for 2 hours. The mixture was concentrated under vacuum; the residue was partitioned between saturated sodium bicarbonate solution and EtOAc. The combined organic extracts were washed with brine, dried (Na2SO4) and concentrated under vacuum to give a residue. The residue was purified twice by silica gel chromatography (elution in gradient with 0-100% Et2ODCM) to afford the title compound as brown residue (98 mg, 80%). No further purification followed. UPLC-MS: 0.76 min, m/z 465 [M+H]+.

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, 4-(Trifluoromethoxy)benzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/129007; (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. 136-90-3, name is 4-Methoxy-3-methylphenylamine, A new synthetic method of this compound is introduced below., SDS of cas: 136-90-3

Compound 107 3-[[(3S)-tetrahydrofuran-3-yl]sulfamoyl]benzoic acid (270 mg, 1.0 mmol) was dissolved in dichloromethane (5 mL). 3-methyl-4-methoxyaniline (165 mg, 1.2 mmol) and triethylamine (145 mg, 1.4 mmol) were added to the mixture at 20C. The mixture was stirred at 20C for 5 minutes. HATU (456 mg, 1.2 mol) was added and the mixture was further stirred at 20C for 8 hours. The solvent was removed in vacuo and the obtained residue was purified by high performance liquid chromatography (Column: Phenomenex Synergi C18 150*20mm*5um.. A: H2O+0.1%TFA B: MeCN from 30% to 60 % B in A). The product fractions were collected and the organic solvent was evaporated in vacuo. The aqueous layer was neutralized with saturated aqueous NaHCC>3 and extracted with dichloromethane (2 x 10 mL). The combine organic layers was dried over Na2S04 and concentrated in vacuo resulting in compound 107 (135 mg). Method A; Rt: 5.24 min. m/z : 391.3 (M+H)+ Exact mass: 390.1

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; JANSSEN R&D IRELAND; LAST, Stefaan, Julien; RABOISSON, Pierre, Jean-Marie, Bernard; ROMBOUTS, Geert; VANDYCK, Koen; VERSCHUEREN, Wim, Gaston; WO2014/33176; (2014); A1;,
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Synthetic Route of 701-56-4, These common heterocyclic compound, 701-56-4, name is 4-Methoxy-N,N-dimethylaniline, 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.

General procedure: To a screw-capped tube (5 mL) containing freshly distilled MeCN (2.0-3.0 mL) was successively added CoCl2 (0.10 equiv for N-substituted maleimide), an aromatic tertiary amine (2.0 equiv for N-substituted maleimide), an N-substituted maleimide (0.50-1.0 mmol), and 5.5 M TBHP in decane solution (1.5 equiv for N-substituted maleimide) under N2 atmosphere. After the tube was sealed with a cap that contained a PTFE septum, the resultant mixture was stirred at 60 C (bath temperature). After cooling to room temperature, the mixture was passed through a silica gel-packed short column (EtOAc as the eluent), and the filtrate was removed under reduced pressure. The residue was purified by silica gel column chromatography (hexane : EtOAc =5 : 1) to give the corresponding tetrahydroquinoline derivative. If necessary, the isolated product was further purified by a preparative HPLC equipped with a GPC column (chloroform as the eluent).

The synthetic route of 701-56-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sakai, Norio; Matsumoto, Shun; Ogiwara, Yohei; Tetrahedron Letters; vol. 57; 49; (2016); p. 5449 – 5452;,
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Application of 54149-17-6, 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. 54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Preparation of 1-[2-(2-methoxy-ethoxy)-ethyl]-5-nitro-1,2-dihydro-indazol-3-one A mixture of 5-nitro-1,2-dihydro-indazol-3-one (399 mg, 2.22 mmol), 1-bromo-2-(2-methoxy-ethoxy)-ethane (454 muL, 3.34 mmol), potassium iodide (370 mg, 2.22 mmol) and 1N sodium hydroxide solution (6.7 mL, 6.7 mmol) in 2 ml dioxane was stirred at 60 C. overnight. The reaction mixture was then cooled, poured into 50 mL H2O and 300 L 10N NaOH was added. The aqueous layer was extracted with CH2Cl2 and then acidified to ~pH 2 with 6N aqueous HCl. The aqueous layer was extracted with ethyl acetate. The combined organic layer dried over MgSO4, filtered and evaporated. The residue was purified by flash chromatography to afford the product 1-[2-(2-methoxy-ethoxy)-ethyl]-5-nitro-1,2-dihydro-indazol-3-one (380 mg, 61%). ES-MS calcd for C12H15N3O5 (m/e) 281.26, obsd 282.17 (M+H).

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-2-(2-methoxyethoxy)ethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bolin, David Robert; Cai, Jianping; Goodnow, JR., Robert Alan; US2009/163546; (2009); A1;,
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Synthetic Route of 1535-75-7, 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. 1535-75-7, name is 2-(Trifluoromethoxy)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Added the 1 -methylethyl 2-{4-[(4-bromophenyl)methyl]-1 -pi perazinyl}-3-pyrid me carboxylate (25.0 mg, 0.060 mmol), Anilines (0.120 mmol), Xphos (5.7 mg, 0.012 mmol), potassium phosphate (38.1 mg, 0.179 mmol) and palladium(ll) acetate (1.34mg, 10 mol%) in 3.0 mL Toluene in a 5 mL reaction vial, and then stirred the mixture for 30mm at room temperature under nitrogen atmosphere. The stirring was kept for 12 hr at 105 C. Pretreated a StratoSpheres PL-Thiol MP SPE column with methanol, filtered reaction mixture through column, washed with Methanol. Concentrated to give the crude product, which was dissolved in DMSO, and purified on a Gilson HPLC (XBridge 19 x 100mm 5u preparatory column), eluting at 18 mLmin with a linear gradient running from 20% to 95% acetonitrile and 0.1% aqueous NH4OH over 18 mm. The desired fractions were concentrated under a stream of nitrogen at 45 C, giving the desired product (12.83 mg, 41.7%).LCMS: mz= 515.0 [M+H], Ret. Time: 1.16 mm.

The synthetic route of 2-(Trifluoromethoxy)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; BOEHM, Jeffrey, Charles; DAVIS, Roderick, S.; KERNS, Jeffrey; LIN, Guoliang; MURDOCH, Robert, D.; NIE, Hong; WO2013/6596; (2013); A1;,
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Related Products of 39538-68-6, 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. 39538-68-6, name is 2-Methoxy-4-methylaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a magnetically stirred ice-bath cooled solution of the selected succinic monoamide derivative (4 mmol) in anhydrous dioxane (20 ml) neat oxalyl chloride was added (8 mmol). After stirring over 30 min the reaction mixture was warmed to room temperature. Two hours later, the reaction mixture was re-cooled to 0 C in ice bath followed by drop wise addition of the particular aromatic amine (4 mmol) in pyridine (10 mL) to the reaction mixture. After stirring over 30 min the reaction mixture was warmed to room temperature and allowed to stir over 24 h. Subsequently, the reaction was carefully quenched with saturated sodium bicarbonate solution (200 mL). Finally, the mixture was filtered to offer the products as whitish to gray solids that were re-crystallized from acetone (see Scheme 2).

The synthetic route of 2-Methoxy-4-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Habash, Maha; Taha, Mutasem O.; Bioorganic and Medicinal Chemistry; vol. 19; 16; (2011); p. 4746 – 4771;,
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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 6298-96-0 as follows. Safety of 1-(4-Methoxyphenyl)ethylamine

To 11.0 g (72.7 mmol) (S)-1-(4-methoxy-phenyl)-ethylamine is added carefully 30 mL HBr (30% in HOAc). The mixture is stirred at 100 C for 4 h. After cooling down to r.t., the solvent is removed in vacuo and the residue is dried in vacuo. The resultingproduct is used without further purification.C6H11NO*HBr (M= 218.1 g/mol)ESI-MS: 121 [M+H-NH3]+ Rt (HPLC): 0.50 min (method A)

According to the analysis of related databases, 6298-96-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; ROTH, Gerald Juergen; NOSSE, Bernd; HEINE, Niklas; WO2013/92616; (2013); A1;,
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