Author: Jessica.F

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. 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, A new synthetic method of this compound is introduced below., name: 1-(Benzyloxy)-3-bromobenzene

A degassed mixture of 3-benzyloxy-phenyl bromide (28) (0.2 g, 0.76 mmol), 3- cyanophenylboronic acid (0.223 g, 1.52 mmol), barium hydroxide (0.285 g, 1.67 mmol), Pd(PPh3)4 (0.088 g, 0.076 mmol), DME (5 mL) and H2O (3 mL) was heated (800C) for 6 hours with vigorous stirring under an argon atmosphere. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, and filtered through a plug of celite. The filtrate was diluted with brine; the organic phase was separated, dried (MgSO4) and concentrated in vacuo. The residue obtained was purified by flash column chromatography (20% diethyl? ether-hexane) to give 75 (0.130 g, 60% yield) as a viscous liquid. 1H NMR (500 MHz, CDCl3) delta 7.85 (t, J = 2.5 Hz, IH), 7.78 (dt, J = 7.5 Hz, J = 1.5 Hz, IH), 7.63 (dt, J = 8.0 Hz, J = 1.5 Hz, IH), 7.53 (t, J = 8.0 Hz, IH), 7.46 (d, J = 7.5 Hz, 2H)5 7.44- 7.37 (m, 3H)5 7.35 (t, J = 7.0 Hz, IH), 7.18-7.14 (m, 2H), 7.02 (dd, J = 8.5 Hz5 J = 2.5 Hz, IH)5 5.17 (s, 2H).

The synthetic route of 53087-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF CONNECTICUT; WO2008/13963; (2008); A2;,
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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. 366-99-4, name is 3-Fluoro-4-methoxyaniline, A new synthetic method of this compound is introduced below., Quality Control of 3-Fluoro-4-methoxyaniline

Acetone (11.6 g, 200 mmol), Acetic acid (1.8 g, 30 mmol), and Sodium triacetoxyborohydride (6.36 g, 30 mmol) were added to a solution of 3-Fluoro-4-methoxyaniline (2.82 g, 20 mmol) in DCM (120 mL) and the mixture was stirred at RT for 12 hr. Water was added to quench the reaction and the mixture was extracted with DCM. The solvent was removed under and the residue was purified by silica gel chromatography to afford 3-Fluoro-N-isopropyl-4-methoxyaniline (2.90 g, 79percent yield). 1H NMR (400 MHz, CDC13) delta ppm 6.84 (dd, J= 9.5, 8.7 Hz, 1H), 6.41 (dd, J= 13.5, 2.7 Hz, 1H), 6.33- 6.27(m, 1H), 3.83 (s, 3H), 3.54-3.52(m, 1H), 3.28 (s, 1H), 1.21 (d, J= 6.3 Hz, 6H).

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

Reference:
Patent; JIANGSU ASCENTAGE BIOMED DEVELOPMENT INC.; CHEN, Jianyong; ZHOU, Yunlong; WANG, Shaomeng; GUO, Ming; YANG, Dajun; JIAO, Lingling; JING, Yu; QIAN, Xu; LIU, Liu; BAI, Longchuan; YANG, Chao-Yie; MCEACHERN, Donna; WO2015/127629; (2015); A1;,
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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. 41365-75-7, name is 1-Amino-3,3-diethoxypropane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 41365-75-7

Intermediate 210: 6-Benzyl-/yt-(3,3-diethoxypropyn-/^-methylpyridine-2,4- dicarboxamide (1150) To a mixture of 2-benzyl-6-(methylcarbamoyl)isonicotinic acid (77.8 mg, 0.29 mmol) and HATU (142.9 mg, 0.38 mmol) in DMF (1.5 mL) was added 3,3-diethoxypropan-l-amine (0.061 mL, 0.37 mmol) and DIPEA (0.151 mL, 0.86 mmol). The mixture was stirred at rt for 4.5 h, after which the volatiles were evaporated under a stream of nitrogen. This was redissolved in DMSO (3 mL) and directly purified by MDAP (high pH). The required fractions were combined and evaporated in vacuo to give 6-benzyl-/V,-(3,3-diethoxypropyl)-Ae-methylpyridine-2,4-dicarboxamide (91.3 mg, 0.23 mmol, 79 % yield) a light brown gum. (1151) LCMS (2 min High pH): Rt = 1.08 min, [MH]+ = 400.4.

The synthetic route of 41365-75-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; LEVERNIER, Etienne; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (225 pag.)WO2017/174621; (2017); A1;,
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Application of 41365-75-7, 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 41365-75-7 as follows.

General procedure: A mixture of 0.6 mmol of quinomethane 1a-1c and 0.6 mmol of 3,3-diethoxypropan-1-amine (2) or 4,4-diethoxybutan-1-amine (3) in 1 mL of 1,4-dioxane was stirred for 2-3 h at room temperature under argon. When the reaction was complete, the solvent was removed under reduced pressure (water-jet pump), and the residue was washed with hexane and dried in a vacuum (oil pump) until constant weight.

According to the analysis of related databases, 41365-75-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Vagapova; Amirova; Burilov; Pudovik; Sinyashin; Russian Journal of Organic Chemistry; vol. 51; 9; (2015); p. 1268 – 1271; Zh. Org. Khim.; vol. 51; 9; (2015); p. 1294 – 1297,4;,
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Synthetic Route of 175278-09-8, 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. 175278-09-8, name is 4-Bromo-2-(trifluoromethoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows.

1b. Preparation of 1 -bromo-3-trifluoromethoxybenzene. 2579.53 g of 2-propanol and 1100 g of the product from stage Ia are placed in a 10 litre lined glass reactor with 4 necks and outlet on bottom, and a previously prepared solution of 382.52 g of NaNO2 in 766.18 g of water is added. 459.6 g of concentrated sulphuric acid are then metered slowly. The acids are diluted and the upper organic phase is separated from the lower aqueous phase. The organic phase is washed and a first organic phase and an upper aqueous phase are separated. The latter is further diluted with water until a second organic phase is released. This organic phase is added to the first and everything is washed again, separating an aqueous phase and an organic phase which, after being anhydrified with CaCl2, undergoes distillation to provide the product indicated in the title (final yield 84%). B.p. 156-158C/760 mmHg.

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-2-(trifluoromethoxy)aniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MITENI S.P.A.; WO2007/107820; (2007); A2;,
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Synthetic Route of 2944-49-2, 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. 2944-49-2 name is 1-Methoxy-2,3-dimethylbenzene, 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 the above crude product (2) (3.5g) in tetrachloromethane (C4Cl4) (100mL) at room temperature were added N-bromosuccinimide (NBS) (34.0g, 190.4mmol) and 2,2′-azobis(2-methylpropionitrile) (AIBN) (0.3g). The resulting reaction mixture was allowed to stir under reflux for 24h. After reaction completion, the reaction mixture was filtered and washed using the saturated NaHSO4 solution to remove the residual bromine. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by flash chromatography to give a white solid (7.70 g, 72.4% in the two-step yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methoxy-2,3-dimethylbenzene, and friends who are interested can also refer to it.

Reference:
Article; Jin, Chaobin; Alenazy, Rawaf; Wang, Yinhu; Mowla, Rumana; Qin, Yinhui; Tan, Jin Quan Eugene; Modi, Natansh Deepak; Gu, Xinjie; Polyak, Steven W.; Venter, Henrietta; Ma, Shutao; Bioorganic and Medicinal Chemistry Letters; vol. 29; 7; (2019); p. 882 – 889;,
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Synthetic Route of 2741-16-4, 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. 2741-16-4, name is Isopropoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To 3-chloroperbenzoic acid dried in vacuo for 1 h prior to use (504mumol) in dry dichloromethane (5mL), was added 3-iododobenzoate succinimidyl ester (458mumol) and the solution was stirred at room temperature for 15min. Anisole (504mumol) was then added, the reaction cooled to -20C and triflic acid (916mumol) added. The solution turned dark. It was stirred for 15min at -20C and the volatiles were removed by rotary evaporation. To the dark residue was added Et2O. The thick oily suspension was stirred for about 45min upon which a deep blue precipitate formed. It was then purified by flash chromatography using aCH2Cl2/ tBuOH gradient from 95:5 to 60:40. The solid obtained was then recrystallized from CH3CN/Et2O to afford white crystals; 4.1.3 3-(Succinimidyloxycarbonyl)phenyl(4-isopropoxyphenyl)iodonium triflate (4b) The procedure was identical to the preparation of 4a, with anisole replaced by isopropoxybenzene and afforded 4b as colorless needles in 8% yield. 1H NMR (CD3CN, 400 MHz, ppm): delta 1.31 (d, 6H), 2.86 (s, 4H), 4.64-4.72 (m, 1H), 7.03 (d, 2H, J = 8.0 Hz), 7.72 (t, 1H, J = 8.0 Hz), 8.03 (d, 2H, J = 8.0 Hz), 8.35 (m, 2H), 8.74 (m, 1H). 13C NMR (CD3CN, 100 MHz, ppm): delta 21.9, 26.5, 72.0, 101.7, 115.1, 120.5, 123.6, 129.4, 134.0, 134.9, 137.0, 139.2, 141.7, 161.2, 163.1, 170.8. 19F NMR (CD3CN, 400 MHz, ppm): delta -79.70. HRMS: C20H19INO5+[M-OTf]+ calc: 480.0308, found: 480.0315

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, Isopropoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Guerard; Navarro; Lee; Roumesy; Alliot; Cherel; Brechbiel; Gestin; Bioorganic and Medicinal Chemistry; vol. 25; 21; (2017); p. 5975 – 5980;,
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39538-68-6, name is 2-Methoxy-4-methylaniline, 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. HPLC of Formula: C8H11NO

General procedure: To a magnetically stirred solution of the selected aromatic amine (0.01 mol) in anhydrous dioxane (30 ml), succinic anhydride (0.01 mol) was added and the resulting suspension was refluxed for 24 h. Subsequently, the reaction mixture was cooled to room temperature. Subsequently, petroleum ether (200 mL) was added to the reaction mixture to yield the succinic monoamide derivatives (112-119, see Scheme 2) as white to grey solids. Using the same general procedure, the following compounds were synthesized.

The synthetic route of 39538-68-6 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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Application of 1535-75-7, The chemical industry reduces the impact on the environment during synthesis 1535-75-7, name is 2-(Trifluoromethoxy)aniline, I believe this compound will play a more active role in future production and life.

General procedure: Acetamides (1a-1x, 1ab, 1ac and 1ba-1bc). To a solution of 2-phenylacetic acid (7.0mmol), 2-(trifluoromethoxy)aniline (7.7mmol) in anhydrous CH2Cl2 (25mL) were added EDCI (1.745g, 9.1mmol) and DMAP (256.6mg, 2.1mmol). The reaction mixture was stirred at room temperature overnight, diluted with HCl (1M) aqueous solution, and extracted with CH2Cl2 (3×25mL). The combined organic phase was washed with saturated NaHCO3 aqueous solution and brine, dried over anhydrous Na2SO4, and concentrated under vacuum. Purification by flash chromatography (Silica gel, petroleum ether: ethyl acetate=50: 1 as eluent) gave the corresponding 2-phenyl-N-[2-(trifluoromethoxy)phenyl]acetamide compound.

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-(Trifluoromethoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhao, Xiao-Jing; Zhao, Jie; Sun, Xin; Liu, Ji-Kai; Wu, Bin; Tetrahedron; vol. 73; 25; (2017); p. 3463 – 3477;,
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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. 101-84-8, name is Diphenyl oxide, A new synthetic method of this compound is introduced below., name: Diphenyl oxide

EXAMPLE 1; Catalyzed Bromination [0047] A reactor was configured from a 1 -liter Morton flask with a mechanical stirrer, thermometer, 60 mL addition funnel, and fractionation column (10″ x 1″ (ca. 25.4 cm x 2.54 cm) with 5 mm x 5 mm Raschig rings) topped by a O0C reflux condenser. The outlet of the condenser was connected to a H2O trap. A small N2 purge was added to the line from the condenser to the H2O trap. The reactor was charged with 3.5 g OfAlCl3 and 1577g of bromine (containing 11 ppm H2O). The addition funnel was charged with 47.04 g of diphenyl oxide.The reactor was heated to 550C and the diphenyl oxide was added drop-wise supersurface. The time for the initiation of the diphenyl oxide addition was noted. The reactor was heated by a mantle. Twenty-seven minutes into the diphenyl oxide feed, half of the diphenyl oxide had been added and the reaction mass temperature was 560C. One and a quarter hours after the diphenyl oxide feed was initiated, all of the diphenyl oxide had been added and the reaction mass temperature was 570C. The compressor on the refrigeration system was shut off to allow slow warm-up of the condenser. The reaction mass was refluxed through the fractionation column. At one hour and 18 minutes after feed initiation, the reaction mass temperature was 590C. Two hours and three minutes after diphenyl oxide feed initiation the condenser water was at 2O0C and the reaction temperature was at 610C. At two hours and seven minutes after feed initiation, the condenser water was at 3O0C. Thirty two minutes later the addition funnel was replaced with a N2 inlet. A slow N2 purge of the reactor was started. The reaction mass temperature was 610C. The N2 purge was at 100 mL/min into the vapor space of the reactor. Four hours and fifty minutes after the initiation of the diphenyl oxide feed, the reaction mass temperature was 610C and the condenser water was at 370C. At six hours and 15 minutes after the initiation of the diphenyl oxide feed the reaction mass was cooled to 550C, 350 mL deionized H2O was added, the fractionation column was removed, and the reactor was set for distillation. Br2 was distilled off. When most of the Br2 was gone 150 mL more deionized water was added. The remaining Br2 was distilled off to 1000C. The remaining mixture was cooled to 6O0C, and 30 mL of 25% NaOH was added to pH 13-14. The resultant mix was filtered and washed well with deionized water. A sample was subjected to GC analysis. The GC trace showed the product to contain 0.21% of the first nonabromodiphenyl oxide peak (deemed to be meta- and para-hydrogen isomers), 0.24% of the second nonabromodiphenyl oxide peak (deemed to be the ortho-hydrogen isomer) and 99.54% of decabromodiphenyl oxide. The sample was oven dried.

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; ALBEMARLE CORPORATION; WO2008/27776; (2008); A2;,
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