Author: tianli

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;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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,
Alcohols – Chemistry LibreTexts

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;,
Alcohol – Wikipedia,
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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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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. 42514-50-1, name is 3-Amino-3-methylbutan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H13NO

3-Amino-3-methyl-butan-1-ol (5.0 g, 0.04 mol) was dissolved in 150 mL CH2Cl2 and treated with di-tert-butyl dicarbonate (11.12 g, 0.05 mol). The resulting mixture was stirred for 18 h at 25 C. The mixture was concentrated to the desired material as an amber oil (9.8 g, 100%): 1H NMR (DMSO-d6) delta 3.55 (s, 1H), 4.43 (t, 1H, J = 5 Hz), 3.46 (m, 2H), 1.71 (t, 2H, J = 7 Hz), 1.37 (s, 9H), 1.12 (s, 6H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 42514-50-1, 3-Amino-3-methylbutan-1-ol.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2003/99286; (2003); 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. 671802-00-9, name is tert-Butyl 3-(2-hydroxyethoxy)propanoate. A new synthetic method of this compound is introduced below., name: tert-Butyl 3-(2-hydroxyethoxy)propanoate

Step 1: Synthesis of tert-butyl 3-{2-[(5-bromopyridin-2-yl)oxy]ethoxy}propanoate:[0692] To a stirred solution of 5-bromopyridin-2-ol (3.0 g, 17.24 mmol), tert-butyl 3-(2- hydroxyethoxy)propanoate (3.3 g, 17.19 mmol) and triphenylphosphine (6.8 g, 25.81 mmol) in tetrahydrofuran (120.0 mL) was added diethyl diazene-l,2-dicarboxylate (4.49 g, 25.78 mmol) dropwise at 0 C under an atmosphere of nitrogen. The resulting solution was stirred overnight at rt. The reaction mixture was concentrated under reduced pressure to give a crude residue, which was purified by silica gel flash chromatography (eluent: ethyl acetate/petroleum ether, v/v =1/3) to provide the titled product (yield: 50%) as colorless oil.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 671802-00-9, tert-Butyl 3-(2-hydroxyethoxy)propanoate.

Reference:
Patent; ARVINAS, INC.; JIN, Meizhong; CREW, Andrew, P.; DONG, Hanqing; WANG, Jing; SIU, Kam; FERRARO, Caterina; CHEN, Xin; QIAN, Yimin; (351 pag.)WO2016/118666; (2016); A1;,
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Electric Literature of 623-69-8 ,Some common heterocyclic compound, 623-69-8, molecular formula is C5H12O3, 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 NaH (0.366 g, 9.16 mmol) in THF (12 mL) at 0 °C was added 1 ,3- dimethoxy-2-propanol (1 g, 8.32 mmol) in THF (8 mL) solution. The mixture was warmed to room temperature and stirred for 0.5 hour. To this was added tosyl chloride (1.587 g, 8.32 mmol) in one portion. The white cloudy mixture was stirred at room temperature for 16 hours. LC/MS showed complete conversion. The reaction mixture was poured into water and extracted with EtOAc. The organic extracts were combined, washed with brine, dried with sodium sulfate and concentrated in vacuo to give 2 g of colorless oil. The crude mixture was purified by Analogix system (silica gel column 80 g, gradient: 0 min, 100percentn-heptane; 5-12 min, 20percent EtOAc in Heptane; 12-15 min. 30percent EtOAc in Heptane and hold until 30 min). The pure fractions were combined and concentrated in vacuo to give 1.25 g of product as colorless oil which solidified upon standing.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-69-8, its application will become more common.

Reference:
Patent; NOVARTIS AG; ANTONIOS-MCCREA, William, R.; BARSANTI, Paul, A.; HU, Cheng; JIN, Xianming; MARTIN, Eric, J.; PAN, Yue; PFISTER, Keith, B.; SENDZIK, Martin; SUTTON, James; WAN, Lifeng; WO2012/66070; (2012); 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. 27129-87-9, name is (3,5-Dimethylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of (3,5-Dimethylphenyl)methanol

General procedure: A dried round bottomed flask equipped with a magnetic stir bar was charged with 15 mg Polymer anchored-Pd(II) C catalyst (PS-8-AQ-Pd), 2-phenyl pyridine (0.5 mmol), benzyl alcohol (1.0 mmol)and TBHP (2.0 mmol) were added to a reaction vessel. The mixture was stirred at 110 C for 8 h, then cooled to room temperature and catalyst was filtered, the filtrate was extracted with ethyl acetate(3 10 mL). The combined organic layers were extracted with water, and dried over anhydrous Na2SO4. The organic layers were evaporated under reduced pressure and the resulting crude product was purified by column chromatography by using ethylacetate/hexane (1:4) as eluent to give the corresponding ortho acylation products. The products were characterized by 1H NMR,13C NMR and HRMS.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 27129-87-9, (3,5-Dimethylphenyl)methanol.

Reference:
Article; Perumgani, C. Pullaiah; Parvathaneni, Sai Prathima; Kodicherla, Balaswamy; Keesara, Srinivas; Mandapati, Mohan Rao; Inorganica Chimica Acta; vol. 455; (2017); p. 105 – 111;,
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Reference of 4640-44-2, 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. 4640-44-2, name is 3-Aminocyclobutanol, molecular formula is C4H9NO, 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.

Step 2: 3-Bromo-N-(3-hydroxycyclobutyl)-4-methylbenzenesulfonamide (2875) To a stirring solution of 3-aminocyclobutanol (480 mg, 3.88 mmol) in DMF (24.300 ml), under N2, was added 3-bromo-4-methylbenzene-1-sulfonyl chloride (1047 mg, 3.88 mmol) and DIPEA (1.492 ml, 8.55 mmol). The reaction mixture was stirred for 24 hours at room temperature. The mixture was concentrated under reduced pressure and added to 0.1 M HCI (150ml) and product extracted into EtOAc (200ml). The organic extract was washed with sat. Na2C03 (150ml), brine, dried over MgS04 and concentrated under reduced pressure to afford the title compound as a mixture of stereoisomers; (2876) LCMS: Rt 0.93, 0.95 mins; MS m/z 320.2 [M+H]+; Method 2minLowpHv01 (2877)

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 4640-44-2, 3-Aminocyclobutanol.

Reference:
Patent; NOVARTIS AG; BELLENIE, Benjamin Richard; BLOOMFIELD, Graham Charles; BRUCE, Ian; CULSHAW, Andrew James; HALL, Edward Charles; HOLLINGWORTH, Gregory; NEEF, James; SPENDIFF, Matthew; WATSON, Simon James; WO2015/162456; (2015); A1;,
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Reference of 13330-96-6, 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 13330-96-6 as follows.

To a suspension of hexane prewashed sodium hydride (11.0 mmol, 440 mg of a 60% dispersion in mineral oil) in THF (20 mL) was cannulated a solution of 4-(N,N-dimethylamino)butan-1-ol (8.80 mmol, 1.03 g) in THF (30 mL). The resulting suspension was stirred at 20 C. under N2 for 2 hours and then cannulated into a solution of 4-[(3-bromophenyl)amino]-7-fluoro-6-nitroquinazoline (J Med Chem, 1996;39:918-928) (0.80 g, 2.20 mmol) in THF (30 mL) under N2. The dark red solution was then heated at reflux overnight.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13330-96-6, its application will become more common.

Reference:
Patent; Warner-Lambert Company; US6344459; (2002); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts