Tag: M.W=200-300

Related Products of 54314-84-0, 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. 54314-84-0, name is ((3-Bromopropoxy)methyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Into a 500-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 210.2 (9.9 g, 34.82 mmol, 1.00 equiv), N,N-dimethylformamide (200 mL). This was followed by the addition of NaH (1.25 g, 52.08 mmol, 1.50 equiv) at 0° C. in a water/ice bath. The mixture was stirred for 1 h at 0° C. To this was added [(3-bromopropoxy) methyl] benzene (11.92 g, 52.03 mmol, 1.50 equiv). The resulting solution was stirred overnight at room temperature. The reaction was then quenched by the addition of 200 mL of NH4Cl (aq). The resulting solution was extracted with 2×300 mL of ethyl acetate and the organic layers combined and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:15). This resulted in 3.3 g (22percent) of 210.3 as yellow oil.

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, ((3-Bromopropoxy)methyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Gilead Apollo, LLC; Ghosh, Shomir; Greenwood, Jeremy Robert; Harriman, Geraldine C.; Leit De Moradei, Silvana Marcel; (290 pag.)US2017/166584; (2017); A1;,
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Synthetic Route of 31804-36-1, These common heterocyclic compound, 31804-36-1, name is 1-Bromo-3-methoxy-2-methylbenzene, 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.

To a solution of intermediate 139 (2.5 g, 12.4 mmol) in THF (30 mL) at -70 C was added n-BuLi (1.6 M in hexane) (7.8 mL, 12.4mmol) dropwise over 5 min by syringe along the wall of the flask. After adding, the reaction was stirred at this temperature for 30 min. Then the resulting solution was added into a solution of (S)-tert-butyl 1,6- dioxohexahydropyrrolo[l,2-a]pyrazine-2(lH)-carboxylate (2.0 g, 12 mmol) in THF (30 mL). After stirred at -70C for 5 min, the reaction mixture was quenched with saturated NH4CI and extracted with EtOAc (2 x 20 mL), washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography to give the title compound (2 g, yield : 45 %); m/z (ES+) : 377 [M+H]+.

The synthetic route of 31804-36-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEO PHARMA A/S; BLADH, Haakon; FELDING, Jakob; ZHOU, Ding; CAI, Zhen-wei; SØRENSEN, Morten Dahl; WO2015/24878; (2015); A1;,
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Reference of 5905-69-1,Some common heterocyclic compound, 5905-69-1, name is 1-Bromo-4-(difluoromethoxy)benzene, molecular formula is C7H5BrF2O, 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 3. Synthesis of ethyl 5-(4-(difluoromethoxy)phenyl)isoxazole-3- carboxylate [1.2.11c] 1.2.11c A vial was charged with 1.2.11 b (0.76 g, 1.77 mmol, 1.0 equiv) and 1-bromo-4- uoromethoxy) benzene (0.5 g, 2.13 mmol, 1.2 equiv) were dissolved in 1 ,4-dioxane (10 ml_). Pd(PPh3)2CI2 (0.062 g, 0.085 mmol, 0.05 equiv) was added and the reaction mixture was stirred at 130 C for 2 hours. The reaction mixture was quenched with water and extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (0-10 % EtOAc in Hexane) to afford product 1.2.11c (0.6 g, 94 % yield). LCMS (m/z): 284.2 [M+H]. 1H NMR (400 MHz, CDCI3) delta 7.89 – 7.81 (m, 2H), 7.28 – 7.24 (m, 2H), 6.93 (s, 1 H), 6.4 – 6.9 (3s, 1 H), 4.19 (q, J = 7.1 Hz, 2H), 1.31 – 1.29 (t, 3H).

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

Reference:
Patent; NOVARTIS AG; FU, Jiping; KARUR, Subramanian; MADERA, Ann Marie; PECCHI, Sabina; SWEENEY, Zachary Kevin; TJANDRA, Meiliana; YIFRU, Aregahegn; WO2014/160649; (2014); A1;,
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Reference of 1663-61-2,Some common heterocyclic compound, 1663-61-2, name is (Triethoxymethyl)benzene, molecular formula is C13H20O3, 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 stirred solution of malononitrile (10mmol, 1.0eq) in acetic anhydride (1.5mL) was added 1,1,1-triethoxypropane and its derivatives (30mmol, 3.0eq). The solution was stirred for 15 h at reflux, cooled, and poured into water. The mixture was extracted with ethyl acetate (200mL), washed with water, brine and dried over sodium sulfate. After concentrated under vacuum, the crude product was purified using silica gel chromatography to give the title compounds. The compounds ware directly used in the next step.

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

Reference:
Article; Fang, Zhen; Wang, Tian-qi; Li, Hui; Zhang, Guo; Wu, Xiao-ai; Yang, Li; Peng, Yu-lan; Zou, Jun; Li, Lin-li; Xiang, Rong; Yang, Sheng-yong; Bioorganic and Medicinal Chemistry Letters; vol. 27; 14; (2017); p. 3201 – 3204;,
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Reference of 18800-30-1, The chemical industry reduces the impact on the environment during synthesis 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene, I believe this compound will play a more active role in future production and life.

1 -Bromo-4-vinyloxybenzene KOf-Bu (14.0 g, 125 mmol) was added in portions over 10 min to a solution of l-bromo-4-(2-bromoethoxy)benzene (19.9 g, 100 mmol see step (a) above) in THF (120 mL) at 0 0C. After 16 h at rt and dilution with water (400 mL), the mixture was extracted with petroleum ether (4×100 mL). The combined extracts were washed with brine, dried (Na2SO4) and concentrated. Vacuum distillation afforded the sub-title compound (11.5 g, 58%).

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; BIOLIPOX AB; WO2006/77367; (2006); A1;,
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Electric Literature of 112970-44-2, A common heterocyclic compound, 112970-44-2, name is 2-Bromo-3-methoxyaniline, molecular formula is C7H8BrNO, 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.

To a solution of 2-bromo-3-methoxyaniline B4 (0.79 g; 3.9 MMOL) in MEOH (7.6 mL) was added dimethyl acetylene dicarboxylate A3 (0.53 mL; 4.3 MMOL) dropwise at 0 C (caution: reaction is exothermic.). The solution was heated overnight at reflux and worked-up. The MEOH was evaporated and the crude product dried under high vacuum to afford a red gum, purified by flash column chromatography (1: 30 ultra pure silica gel, 230-400 mesh, 40-60 mm, 60 angstroms; 4: 1 hexane/EtOAc) to afford adduct B5 (86 %; 1.16 g) as a pale yellow solid. MS 344. 0 (MH) + ; Homogeneity by HPLC (TFA) 220 nm: 72%.

The synthetic route of 112970-44-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO KG; WO2004/103996; (2004); 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. 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-Bromo-4-fluoro-2-methoxybenzene

A total of 716 mg of aluminium chloride was suspended in 24.4 ml of dichloromethane and was then mixed with 0.65 ml of 3-fluorobenzoyl chloride and 1 g of 1-bromo-4-fluoro-2-methoxy-benzene obtained in Production Example II-1-a under stirring at -60C. The mixture was raised in temperature to room temperature over 2.5 hours and was stirred for further 3 hours. Water was added to the reaction mixture under ice-cooling, followed by extracting with diethyl ether. The resulting organic layer was washed with saturated aqueous sodium hydrogencarbonate solution and brine, dried over magnesium sulfate and the solvent was evaporated. The residue was purified and separated by silica gel column chromatography (ethyl acetate:hexane = 1:10), to give 856 mg of the title compound as white crystals.1H-NMR ( 400 MHz, CDCl3 ) d 3.98 ( 3H, s ), 6.69 ( 1H, d, J = 11.6 Hz ), 7.27 – 7.58 ( 4H, m ), 7.83 ( 1H, d, J = 7.2 Hz )

According to the analysis of related databases, 450-88-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eisai Co., Ltd.; EP1380576; (2004); A1;,
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Related Products of 262587-05-3, 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. 262587-05-3, name is 1-Bromo-3-(difluoromethoxy)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a flask containing 1-bromo-3-(difluoromethoxy)benzene (350 mg, 1.58 mmol) and 1,4-dioxa-8-azaspiro[4.5]decane (249 mg, 1.74 mmol) in dioxane (10 mL) was added t-BuONa (303mg, 3.16 mmol), under N2 After being heated with stuffing at 100 C overnight, the resulting reaction mixture was cooled to rt, diluted with H20 (30 mL) and extracted with EA (30 mL) for three times. The combined organic layer was washed with brine (30 mL), dried over anhydrous Na2SO4 and concentrated in vacuo to give 8-[3-(difluoromethoxy)phenyl]-1,4-dioxa-8-azaspiro[4.5]decane (450 mg), which was used in the next step without further purification.

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-3-(difluoromethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Min; YANG, Song; (208 pag.)WO2016/107832; (2016); A1;,
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Reference of 5905-69-1, A common heterocyclic compound, 5905-69-1, name is 1-Bromo-4-(difluoromethoxy)benzene, molecular formula is C7H5BrF2O, 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.

To a stirred solution of bromophenol derivative AM (2.0 g, 8.97 mmol) in 1,4-dioxane (40 mL) were added bis(pinacolato)diboron (2.28 g, 8.97 mmol) and KOAc (2.64 g, 26.90 mmol) at RT under inert atmosphere, and the mixture was degassed for 20 min by purging with argon. To this solution, Pd(dppf)2Cl2 (0.33 g, 0.45 mmol) was added, and the mixture was degassed for a further 10 min. The reaction mixture was then heated to 80 C. and stirred for 3 h at this temperature. Progress of the reaction was monitored by TLC. The reaction mixture was then cooled to RT and diluted with EtOAc (30 mL). The resultant solution was filtered through a Celite pad, and the filtrate was then concentrated in vacuo. The crude compound was purified by silica gel column chromatography (eluting with 5-10% EtOAc gradient in hexanes) to afford AN (1.72 g, 6.37 mmol, 71%). 1H NMR (500 MHz, CDCl3): delta 7.81 (d, J=8.5 Hz, 2H), 7.09 (d, J=8.5 Hz, 2H), 6.54 (t, JF-H=74.0 Hz, 1H), 1.34 (s, 12H).

The synthetic route of 5905-69-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; US2012/329802; (2012); A1;,
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Reference of 17715-69-4, A common heterocyclic compound, 17715-69-4, name is 1-Bromo-2,4-dimethoxybenzene, molecular formula is C8H9BrO2, 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 thermometer, a stirrer, a reflux condenser attached to the flask, and subjected to nitrogen gas purging, 1-bromo-2,4-dimethoxybenzene 110g, 257g IPA, and potassium carbonate added to the solution previously prepared by dissolving 139g to 107g water and the reaction vessel was stirred while nitrogen It is replaced, and then tetrakistriphenylphosphine palladium (0), adding to 5.9g, also 4-methoxy-phenylboronic acid to pre-IPA 109g 83g Solution was added dropwise to the dissolved. After 3 hours the reaction mixture was heated to reflux, added 500mL of water, separate the IPA layer, the water layer was Transferred to a separatory funnel, the toluene extract was added 500mL. An organic layer was washed with saturated sodium chloride solution each. Solvents in vacuo After distilling off the one, added 500mL of toluene, and the precipitate was separated by filtration, toluene was distilled off under reduced pressure. Methane to the obtained crude product Adding to come 200mL, taking over the precipitate, and dried 5 hours in a vacuum dryer of 50 , 2,4,4′- tree fertilization methoxy phenyl Gained 105g

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; Dainippon Inc. & Chemicals; Yoshimoto, Yasuyo; Morinika, Kunihiro; Kinoshita, Hiroshi; (17 pag.)KR2016/8529; (2016); A;,
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