Tag: M.W=200-300

Related Products of 80866-82-6 ,Some common heterocyclic compound, 80866-82-6, 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.

(5-Bromo-2-methoxyphenyl)methanol (1.89 g, 8.71 mmol) was dissolved in 25 mL of dichloromethane. Imidazole (0.711 g, 10.45 mmol) was added, followed by addition of tert-butyldimethylsilyl chloride (1.378 g, 9.14 mmol). After stirring at room temperature for 15 minutes, the reaction was complete by thin layer chromatography. CH3OH (1 mL) was added and the reaction mixture was stirred for 5 minutes and was washed with 1 M aqueous HCl (3*15 mL) and brine (15 mL), and was dried over sodium sulfate. After filtration, the filtrate was concentrated to provide the title compound, which was used without additional purification. 1H NMR (400 MHz, Chloroform-d) delta ppm 7.60 (dd, J=2.5, 1.2 Hz, 1H), 7.33 (dd, J=8.7, 2.6 Hz, 1H), 6.71 (d, J=8.6 Hz, 1H), 4.74 (d, J=1.0 Hz, 2H), 3.82 (d, J=1.1 Hz, 3H), 0.99 (s, 9H), 0.15 (s, 6H); MS(ESI+) m/z=329.8 (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. 80866-82-6, 5-Bromo-2-methoxybenzyl alcohol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Couty, Sylvain; De Lemos, Elsa; Desroy, Nicolas; Duthion, Beranger; Gfesser, Gregory A.; Greszler, Stephen N.; Housseman, Christopher Gaetan; Koenig, John R.; Kym, Philip R.; Liu, Bo; Scanio, Marc J.; Searle, Xenia; Wang, Xueqing; Yeung, Ming C.; Zhao, Gang; (263 pag.)US2018/99931; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 83647-43-2, (3-Bromo-2-methylphenyl)methanol, 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, Application In Synthesis of (3-Bromo-2-methylphenyl)methanol, blongs to alcohols-buliding-blocks compound. Application In Synthesis of (3-Bromo-2-methylphenyl)methanol

Perbromomethane (14.35 g, 43.3 mmol) was added portionwise to a solution of (3-bromo-2-methylphenyl)methanol (7.25 g, 36.1 mmol) and triphenylphosphine (11.35 g, 43.27 mmol) in DCM (120 mL) (reaction exotherms to ?40 C.) and the reaction was stirred at room temperature for 2 hours. The residue was passed through a pad of silica, eluting with DCM. The filtrate was concentrated to dryness, then the crude product was purified by flash silica chromatography, elution gradient 0 to 25% EtOAc in heptane. Product fractions were concentrated to dryness to afford 1-bromo-3-(bromomethyl)-2-methylbenzene (8.52 g, 90%) as a colourless oil. 1H NMR (500 MHz, CDCl3, 27 C.) 2.48 (3H, s), 4.52 (2H, s), 6.99-7.05 (1H, m), 7.22-7.27 (1H, m), 7.52 (1H, dd).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,83647-43-2, (3-Bromo-2-methylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; YANG, Bin; VARNES, Jeffrey Gilbert; SCOTT, James Stewart; MOSS, Thomas Andrew; O’DONOVAN, Daniel Hillebrand; NISSINK, Johannes Wilhelmus Maria; HUGHES, Samantha Jayne; BARLAAM, Bernard Christophe; (83 pag.)US2017/305909; (2017); A1;,
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Application of 480449-99-8, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.480449-99-8, name is Benzyl 3-hydroxycyclobutanecarboxylate, molecular formula is C12H14O3, molecular weight is 206.24, as common compound, the synthetic route is as follows.

To a solution of the compound obtained in Referential Example 151 (317 mg) in N,N-dimethylformamide (3.0 mL) were added methyl iodide (194 muL) and silver oxide (237 mg), followed by stirring at 45C for 1 hour. To the reaction mixture were added additional methyl iodide (194 muL) and silver oxide (226 mg), followed by stirring at 45C for 16 hours. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate : hexane = 1:10), to thereby give the title compound (152 mg).1H-NMR(CDCl3) delta:2.14-2.24(2H, m), 2.44-2.54(2H, m), 2.59-2.72(1H, m), 3.21(3H, s), 3.73-3.81(1H, m), 5.11(2H, s), 7.22-7.39(5H, m). MS(ESI)m/z:221(M+H+).

Statistics shows that 480449-99-8 is playing an increasingly important role. we look forward to future research findings about Benzyl 3-hydroxycyclobutanecarboxylate.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1577301; (2005); 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. 2043-47-2, name is 1H,1H,2H,2H-Nonafluoro-1-hexanol, the common compound, a new synthetic route is introduced below. Product Details of 2043-47-2

1H,1H,2H,2H-nonafluoro-1-hexanol (52.8 g) as fluoro alcohol and triethylamine (50 g) were dissolved in 500 ml of tetrahydrofuran. A solution of 18.1 g of acryloyl chloride as acid chloride in 100 ml of tetrahydrofuran was dropped in this solution over 2 hours while the mixture was being cooled in ice and stirred. After the completion of the dropping, the resulting white precipitate was filtrated and tetrahydrofuran and triethylamine were removed from the filtrate using a rotary evaporator. NMR measurement revealed that the resulting compound was 1H,1H,2H,2H-nonafluorohexyl acrylate.

The synthetic route of 2043-47-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; POLA CHEMICAL INDUSTRIES, INC.; EP1452161; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1074-16-4, 2-(2-Bromophenyl)ethanol, 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, Product Details of 1074-16-4, blongs to alcohols-buliding-blocks compound. Product Details of 1074-16-4

Benzyl bromide (7 ml, 0.05 mol) was added drop wise to a stirred solution 2 bromo phenethyl alcohol (10 g, 0.0496 mol) and anhydrous NaH (2.28 g, 0.05 mol) in 100 ml of dry THF at 40-50 C. The reaction mixture was stirred for 10 h at 50 C., progress of the reaction was monitored using TLC, cooled to RT and evaporated to remove the solvent. An equal volume of distilled water was added to the residue and the mixture was stirred for one hour at ambient. The organic layer was separated, dried and evaporated. To the resulting liquid 100 ml of 5% ethanolic solution of NaOH was added and refluxed for 3 hr. The resulting solution was evaporated and extracted with ether to give the benzyl protected phenethyl alcohol as a clear liquid at 80% yield.1H-NMR (CDCl3, 400 Mhz): 7.5 (d, 1H), 7.3 (m, 7H), 7.08 (d, 1H), 4.53 (s, 2H), 3.7 (t, 2H), 3.07 (t, 2H) ppm. 13C-NMR (CDCl3, 100 Mhz): 138.43, 132.96, 131.37, 129.01, 128.58, 128.20, 127.78, 127.76, 127.57, 124.87, 73.12, 69.56, 36.71 ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1074-16-4, 2-(2-Bromophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; NDSU-Research Foundation; US2011/28721; (2011); A1;,
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Reference of 4654-39-1, 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. 4654-39-1, name is 2-(4-Bromophenyl)ethanol, molecular formula is C8H9BrO, The 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.

Reference Example 2 2-(4-bromophenyl)ethyl iodide To a solution of 2-(4-bromophenyl)ethanol(75.0 g) and triethylamine (45.3 g) in methylene chloride (400 mL) was added dropwise methanesulfonyl chloride (47.0 g) at 0C over 1 hr, and the mixture was stirred at the same temperature for 3 hr. The reaction mixture was poured into ice water, and the organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. To a solution of the residue in methyl ethyl ketone (500 mL) was added sodium iodide (67.1 g), and the mixture was stirred at 90C for 3 hr. The reaction mixture was concentrated under reduced pressure, and water (500 mL) was added to the residue. After extraction with ethyl acetate, the mixture was washed with 1% aqueous sodium thiosulfate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (116 g) as brown crystals. 1H-NMR(CDCl3)delta(ppm): 3.13(2H, t, J=7.7Hz), 3.32(2H, d, J=7.4Hz), 7.07(2H, d, J=8.4Hz), 7.44(2H, d, J=8.1Hz).

According to the analysis of related databases, 4654-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP2017257; (2009); A1;,
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Application of 150192-39-5 ,Some common heterocyclic compound, 150192-39-5, 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.

(2-Bromo-5-methoxyphenyl)methanol (1 eq.) was dissolved in anhydrous DMF (1.1M solution) and imidazole (1.05 eq.) was added. To the stirred solution triisopropylsilyl chloride (1.1 eq.) was added and the resulting mixture was left stirring at RT for 8 h. All volatiles were evaporated in vacuo and the residual material was filtered with PE / EtOAc (9:1) over a pad of silica gel. After evaporation in vacuo the product was obtained as a colorless oil (94%), which was used without further characterization in the next reaction.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,150192-39-5, its application will become more common.

Reference:
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI SPA; WO2007/129119; (2007); A1;,
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Electric Literature of 202865-66-5, 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. 202865-66-5, name is (2-Bromo-5-fluorophenyl)methanol, molecular formula is C7H6BrFO, The 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.

Example 16 (1S,3’R,4’S,5’S,6’R)-6-[(4-ethylphenyl)methyl]-5-fluoro-3′,4′,5′,6′-tetrahydro-6′-(hydroxymethyl)-spiro[isobenzofuran-1(3H),2′-[2H]pyran]-3′,4′,5′-triol [Show Image] [Show Image] 1) Synthesis of 5-bromo-2-fluoro-4-(hydroxymethyl)benzaldehyde; Tetramethylpiperidine (0.68 g, 4.87 mmol) was dissolved in tetrahydofuran (4.5 mL). To the resultant solution was added n-butyllithium (1.0 M n-hexane solution, 4.88 mL) at 0°C, and this solution was stirred for 15 minutes. The resultant mixture was cooled to -78°C and a solution of (2-promo-5-fluorophenyl)methanol (0.50 g, 2.43 mmol) in tetrahydrofuran (2.5 mL) was added dropwise thereto. The temperature of the solution was raised over 2 hours to -40°C. The solution was again cooled to -78°C, and then dimethylformamide (0.47 mL, 6.07 mmol) was added thereto. The temperature of the solution was raised to room temperature, and the solution was stirred for 30 minutes. Saturated aqueous ammonium chloride was then added thereto, and the resultant mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and then concentrated under reduced pressure, to thereby obtain the titled compound (604.3 mg, quantitative). 1H-NMR (CDCl3) delta: 4.78 (2H, s), 7.46 (1H, d, J=10.6 Hz), 8.01 (1H, d, J=6.2 Hz), 10.29 (1H, s).

According to the analysis of related databases, 202865-66-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP2048153; (2009); A1;,
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Related Products of 229027-89-8, 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. 229027-89-8, name is 2-Bromo-4-fluorobenzyl Alcohol, molecular formula is C7H6BrFO, The 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 stirred solution of (2-bromo-4-fluorophenyl)methanol (10 g, 49 mmol, stepi) in tetrahydrofuran (50 mL) and toluene (50 mL) was added dropwise a 1.58 M solution of butyllithium in hexane (65 mL, 100 mmol) at -78 0C for 1 hour and the mixture was stirred for 2 hours at the same temperature. To the mixture was added dropwise a solution of ethyl 3-oxo-8-azabicyclo[3.2.1]octane-8-carboxylate in tetrahydrofuran (10 mL) at -78 C for 10 minutes. This resulting mixture was slowly warmed up to room temperature and stirred for 19 hours at the same temperature. The reaction mixture was quenched by the addition of saturated ammonium chloride aqueous solution, and extracted with ethyl acetate. The organic layer was separated, washed with brine, dried over magnesium sulfate, and evaporated. The residue was purified by column chromatography on silica gel, eluting with hexane/ethyl acetate (2/1 ), to afford 7.1 g (45%) of the title compound as a white solid:1H-NMR (CDCI3) 57.19 (1 H, dd, J=8.4, 6.1 Hz), 6.98 (1 H, dd, J=11.2, 2.6 Hz), 6.90-6.80 (1 H, m), 4.79 (2H, s), 4.43-4.30 (2H, m), 4.25-4.06 (3H, m), 3.31 (1 H, s), 2.50-2.22 (4H, m), 2.05-1.85 (4H, m), 1.28 (3H, t, J=7.3 Hz); MS (ESI) 322 (M – H)-.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 229027-89-8, 2-Bromo-4-fluorobenzyl Alcohol.

Reference:
Patent; PFIZER JAPAN INC.; PFIZER INC.; WO2006/134485; (2006); A1;,
Alcohol – Wikipedia,
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Application of 2215-78-3 ,Some common heterocyclic compound, 2215-78-3, molecular formula is C13H12O2, 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.

Manufacturing Example 34-1-1 1-Chloromethyl-4-phenoxy-benzene; To a solution of (4-phenoxy-phenyl)-methanol (408 mg, 2.04 mmol) in carbon tetrachloride (8.2 mL) was added triphenylphosphine (642 mg, 2.45 mmol) under nitrogen atmosphere at room temperature, and the reaction solution was stirred under reflux for 7 hours and 40 minutes. The reaction mixture was cooled to room temperature and concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=10:1) to obtain the title compound (409 mg, 92%).1H-NMR Spectrum (DMSO-d6) delta (ppm): 4.76 (2H, s), 6.98-7.05 (4H, m), 7.15-7.19 (1H, m), 7.39-7.46 (4H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2215-78-3, its application will become more common.

Reference:
Patent; Tanaka, Keigo; Yamamoto, Eiichi; Watanabe, Naoaki; US2009/82403; (2009); A1;,
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