Tag: M.W=200-300

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. 36449-75-9, name is 1-(2-Bromoethyl)-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H11BrO

Step 1: Preparation of 1-[2-(2-methoxy-phenyl)-ethyl]-piperidin-4-one [Show Image] A mixture of 4-piperidone hydrochloride monohydrate (2.0 g, 14.8 mmol), 2-methoxy phenyl ethyl bromide (2.5 g, 11.7 mmol) and anhydrous potassium carbonate (7.2 g, 52.1 mmol) was prepared in DMF (65 mL) and heated at 60 C for 2 hours. The reaction mixture was concentrated under vacuum. The residue was taken up with ethyl acetate and washed with brine. The organic layer was dried (Na2SO4) and concentrated under vacuum. After purification by flash chromatography on silica, the title compound was obtained as a yellow solid (1.1 g, 36 %). TLC: ethylacetate/hexane (5/5): Rf : 0.6. 1H NMR (DMSO-d6, 400 MHz): delta 7.21-7.14 (m, 2H), 6.84-6.75 (m, 2H), 3.83 (s, 3H), 2.84-2.80 (m, 6H), 2.72-2.64 (m, 2H), 2.46-2.43 (m, 4H).

According to the analysis of related databases, 36449-75-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ares Trading SA; EP2508526; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H8Br2O

General procedure: In a round bottom flask fitted with amagnetic stirrer, 2-chloro-1H-benzimidazole, 3, (0.50 g, 3.3 mmol) was dissolved in DMSO (3mL) and then NaH (60%; 0.19 g, 4.9 mmol) was added at 0 C and stirred for 1h. Next, benzylbromide (0.67 g, 3.9 mmol) was added to the suspension and the reaction was stirred at rt for 12h. Ice-cold water (15 mL) was added to the mixture and resulting precipitate was collected viafiltration. The filtrate was washed with water and dried under vacuum to give desired product, 4,as a white solid (0.75 g, 88%). LCMS: RT = 2.69 min., >98% 215 and 254 nm, m/z = 243.0 [M+ H]+. 1H NMR (499 MHz, CDCl3) delta 7.68 (d, J = 7.4 Hz, 1H), 7.35 – 7.24 (m, 5H), 7.16 (d, J =6.8 Hz, 2H), 5.38 (s, 2H). 13C NMR (126 MHz, CDCl3) delta 141.33, 134.83, 128.99, 128.22, 126.76,123.53, 123.05, 119.18, 109.98, 47.94.

The synthetic route of 18800-30-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sharma, Swagat H.; Pablo, Juan Lorenzo; Montesinos, Monica Suarez; Greka, Anna; Hopkins, Corey R.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 155 – 159;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, This compound has unique chemical properties. The synthetic route is as follows., name: 1-(Benzyloxy)-3-bromobenzene

To a solution of 1-(benzyloxy)-3-bromobenzene (1.00 g) in 1,2-dimethoxyethane (15 mL) were added tris(dibenzylideneacetone)dipalladium(0) (180 mg), 2′-[dicyclohexylphosphino]-N,N-dimethylbiphenyl-2-amine (150 mg), piperidine (500 muL), and tripotassium phosphate (2.5 g) at room temperature, and the mixture was stirred at 110C for 21 hours. After the reaction mixture was cooled to room temperature, insolubles were separated by filtration and the solvent was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=100/0 – 85/15) to obtain 1-[3-(benzyloxy)phenyl]piperidine (722 mg).

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 53087-13-1.

Reference:
Patent; Astellas Pharma Inc.; EP2194044; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 116557-46-1, 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. 116557-46-1, name is 3-Bromo-2-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 3 A solution of 3-bromo-2-methoxyaniline from Step 2 (1.94 g, 9.60 mmol), 4,4,445,5,55′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (3.66 g, 14.40 mmol), PdCl2(dppf)-CH2Cl2 complex (0.392 g, 0.480 mmol) and potassium acetate (2.83 g, 28.8 mmol) in dioxane (32 mL) in a flask was heated to reflux (-100 C) overnight then cooled to room temperature, concentrated in vacuo on CELITE. This crude product was purified by flash chromatography using a 120g silica gel column (solid loading) eluting with 0-50% ethyl acetate/hexanes. Appropriate fractions (eluted near 25% EtOAc/hexanes) were collected and concentrated in vacuo to give 2-methoxy-3-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)aniline (1.47 g, 5.78 mmol, 60.2% yield) as a crystalline off-white solid. LCMS MH+ 250.1.

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-Bromo-2-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MOSLIN, Ryan M.; WEINSTEIN, David S.; WROBLESKI, Stephen T.; ZHANG, Yanlei; TOKARSKI, John S.; MERTZMAN, Michael E.; LIU, Chunjian; WO2015/69310; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 5905-69-1, name is 1-Bromo-4-(difluoromethoxy)benzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromo-4-(difluoromethoxy)benzene

Example 178 2-[5-[4-(Difluoromethoxy)phenyl]-2-oxo-1,3-benzoxazol-3(2H)-yl]-N-methyl-N-phenylacetamide To a solution of the compound synthesised in Reference Example 36 (50.0 mg, 122 mumol), 1-bromo-4-(difluoromethoxy)benzene (20.1 muL, 147 mumol) and tetrakistriphenylphosphine palladium (7.08 mg, 6.12 mumol) in 1,4-dioxane (2.0 mL) is added a solution of potassium carbonate (50.8 mg, 367 mumol) in water (0.40 mL), and the mixture is stirred under reflux for 2 hours. After the reaction, the reaction mixture is poured into water at 0C, and extracted with ethyl acetate. The organic layer is washed with a saturated saline solution, and dried over anhydrous sodium sulfate. The drying agent is removed by filtration, and the solvent is evaporated under reduced pressure. The obtained crude product is purified by silica gel chromatography (hexane/ethyl acetate = 3/1) to give 2-[5-[4-(difluoromethoxy)phenyl]-2-oxo-1,3-benzoxazol-3(2H)-yl]-N-methyl-N-phenylacetamide (21.1 mg, 41 %). IR (cm-1): 696, 1111, 1495, 1674, 1774

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

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; EP1719761; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, 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. HPLC of Formula: C11H25NO2

Step (2): synthesis of 4-formyl-benzoic acid tert-butyl ester:; 4-Formylbenzoic acid was suspended in 60 mL of benzene, and the mixture was placed under a nitrogen atmosphere. The mixture was brought to reflux and N,N -dimethylformamide di-tert-butylacetal was added dropwise via an addition funnel over 45 minutes. The yellowish suspension gradually turned golden yellow and became a homogeneous solution. The solution was refluxed an additional 60 minutes before stirring overnight at room temperature. The resulting orange solution was diluted to about 100 mL with ethyl acetate (“EtOAc”), and the resulting solution was washed sequentially with water, saturated sodium bicarbonate (2 x 100 mL), and brine (100 mL). The solvent was removed by rotary evaporation. The resulting amber oil was injected on to a BIOTAGE Flash 65i (350 g, silica gel) cartridge and purified with a 30-minute gradient of from 5% to 25% v/v EtOAc in heptane. Product fractions were pooled, and the solvent was rotary evaporated. The resulting golden oil was dried under house high vacuum overnight at room temperature to give 3.92 g (57% yield) of 4- formyl-benzoic acid tert-butyl ester as a yellow solid; IH NMR (400 MHz, DMSO-D6) delta ppm 1.54 (s, 9 H) 8.00 (dm, /=8.30, Hz, 2 H) 8.07 (dm, /=8.30, 2 H) 10.08 (s, 1 H); Mass Spectrum MH” 206.

The synthetic route of 1,1-Di-tert-butoxy-N,N-dimethylmethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2006/61715; (2006); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 18800-30-1, These common heterocyclic compound, 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene, 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.

Example IX b) 52.0 g (186 mmol) of 1-bromo-4-(2-bromoethoxy)benzene is added to 300 mL THF and cooled down to 0 C. Within 30 min 25.0 g (223 mmol) KOtBu are added to this mixture in several portions. Cooling is removed and the reaction mixture is stirred at r.t. over night. The reaction is quenched by the addition of water. The resulting mixture is extracted with EtOAc (2¡Á). The org. phases are combined, washed with sat. aq. NaCl solution, dried with MgSO4, filtered and the solvent is removed in vacuo. The resulting product is used without further purification.

Statistics shows that 1-Bromo-4-(2-bromoethoxy)benzene is playing an increasingly important role. we look forward to future research findings about 18800-30-1.

Reference:
Patent; FLECK, Martin; NOSSE, Bernd; ROTH, Gerald Juergen; US2013/172316; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 944317-92-4,Some common heterocyclic compound, 944317-92-4, name is 1-Bromo-4-fluoro-5-isopropyl-2-methoxybenzene, molecular formula is C10H12BrFO, 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.

Argon gas is continuously fed into a 2L three-neck flask equipped with a mechanical stirrer, a Y-shaped tube, and a thermometer.10-0.9 g of 1-bromo-4-fluoro-5-isopropyl-2-methoxybenzene, 324 mL of tetrahydrofuran, 324 mL of toluene, and 130 mL of triisopropyl borate. The system was cooled down to -80 to -70C, and 253 mL of 2mol/L n-butyllithium was added dropwise to the system. The temperature drop was -80 to -70C. The addition was completed.After the incubation -80 ~ -70 C reaction 3h.The reaction solution was slowly poured into 1000 mL of dilute hydrochloric acid with a concentration of 1.2 M, and methyl tert-butyl ether (300 mL) was added. After stirring for 10 min, the mixture was allowed to stand for 5 min, and the aqueous phase was extracted with 500 mL of methyl tert-butyl ether. 10 min, stand for 5 min, and combine the organic phases. Add 1.0 L of 1M aqueous sodium hydroxide solution while stirring the organic phase, stirring10min, let stand 5min liquid.The organic phase obtained by liquid separation was further added with 300 mL of aqueous sodium hydroxide solution, stirred for 10 minutes, and allowed to stand for 5 minutes to separate liquids, and the organic phase was temporarily stored.Combine the aqueous phase, temperature control 0 ~ 15 C, with concentrated hydrochloric acid about 160mL adjust the system to pH = 1 ~ 2, temperature 0 ~ 15 C stirring 0.5h, filtration, filter cake rinse with water, bake to constant weight to give a white solid 4-(4-Fluoro-5-isopropyl-2-methoxyphenyl)boronic acid, 71.63 g (yield of 82.71%,4-Fluoro-5-isopropyl-2-methoxyphenyl)boronic acidLC = 99.68%,

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-fluoro-5-isopropyl-2-methoxybenzene, its application will become more common.

Reference:
Patent; Xi’an Ruilian New Materials Co., Ltd.; Yan Longjia; Yu Xinmin; Wang Xiaoming; Wang Xiaowei; He Hanjiang; (9 pag.)CN107365324; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 104197-14-0, 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. 104197-14-0, name is 4-Bromo-2,6-difluoroanisole belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Preparation 14. 2-r3,5-difluoro-4-(methyloxy)phenylH,4,5,5-tetramethyl-1.3,2- dioxaborolane; A solution of 4-bromo-2,6-difluoroanisole (223mg, 1 mmole), bis(pinacaolato)diboron (275 mg, 1.09 mmole), [1 ,1 ‘-bis(diphenylphosphino)ferrocene]dichloropalladium(ll) (40 mg) and KOAc (300 mg) in 5 ml of dioxane was heated in the microwave at 150 for 20 minutes. The reaction was diluted with H2O and extracted with Et2O. The extracts were washed with H2O, dried and evaporated. The residue was chromatographed on a Florisil column, and the titled compound was eluted with Et20, 158 mg (58%). 1H NMR (400 MHz, CDCI3) delta 7.32 (d, J=8Hz, 2H), 4.05 (s, 3H), 1.35 (s, 12H).

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-Bromo-2,6-difluoroanisole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/63167; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 53087-13-1, The chemical industry reduces the impact on the environment during synthesis 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, I believe this compound will play a more active role in future production and life.

General procedure: Under a nitrogen gas atmosphere, 3-bromoanisole(35 mL, 277 mmol) was added dropwise to a mixtureof magnesium (7.1 g, 292 mmol) and a catalytic amount ofiodine in tetrahydrofuran (THF) (270 mL), and the mixturewas stirred for 2 h. This reaction solution was added dropwiseto a solution of tert-butyl (2S)-2-{[methoxy(methyl) amino]-carbonyl}piperidine-1-carboxylate (8, 50.0 g, 184 mmol) inTHF (300 mL) under ice cooling, and the mixture was stirredat room temperature for 2 h. Ten percent aqueous NH4Cl solutionwas added, followed by extraction with EtOAc. Theorganic layer was washed with water and brine, dried overanhydrous Na2SO4, filtered, and concentrated in vacuo. Theresidue was purified using silica gel column chromatography(11% EtOAc in hexane) to yield 9c (32.7 g, 56%) as a pale yellowoil.

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-(Benzyloxy)-3-bromobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yamamoto, Shuji; Shibata, Tsuyoshi; Abe, Kumi; Oda, Koji; Aoki, Takeshi; Kawakita, Yasunori; Kawamoto, Hiroshi; Chemical and Pharmaceutical Bulletin; vol. 64; 9; (2016); p. 1321 – 1337;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem