Author: tianli

Adding a certain compound to certain chemical reactions, such as: 18684-63-4, Bicyclo[2.2.2]octan-2-ol, 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, SDS of cas: 18684-63-4, blongs to alcohols-buliding-blocks compound. SDS of cas: 18684-63-4

3-(bicyclo-[2.2.2]oct-2-yloxy)-4-Methoxybenzaldehyde Bicyclo[2.2.2]-2-octanol (5.00 g, 40 mmol), isovanillin (6.09 g, 40 mmol) and triphenylphosphine (13.1 g, 50 mmol) are dissolved in dry tetrahydrofuran. To this reaction mixture is added dropwise diethylazodicarboxylate (8.71 g, 50 mmol). The reaction is stirred for 1 hour at room temperature and is refluxed for 80 hours. The reaction mixture was cooled and concentrated in vacuo and the residue is mashed 3*150 ml of ether to remove the desired material from the triphenylphosphine oxide. The combined ethereal layers are washed with 2*100 ml H2 O, 2*100 ml 2N NaOH solution, 2*100 ml H2 O and 2*100 ml brine. The organics are dried, filtered and concentrated in vacuo. The compound is purified by flash silica gel (32-80 mesh) chromatography with 20% ethyl acetate/hexane. The appropriate fractions are concentrated in vacuo to yield 3.32 g (32%) of product as a viscous oil. 1 H NMR (250 MHz, CDCl3): delta 7.4 (dd, 1H, J=8.5 Hz, J=1.5 Hz), 7.35 (d, 1H, J=1.5 Hz), 6.95 (d, 1H, J=8.5 Hz), 4.52 (m, 1H), 3.91 (s, 3H), 2.2-1.3 (m, 12H). 13 C NMR (63 MHz, CDCl3): delta 190.9, 155.7, 147.9, 129.97, 126.2, 112.6, 110.9, 77.5, 56.1, 34.74, 28.18, 25.25, 24.55, 23.29, 22.78, 19.09 (16 lines).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,18684-63-4, Bicyclo[2.2.2]octan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc.; US5128358; (1992); A;,
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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. 79944-63-1, name is (3-Amino-5-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 79944-63-1

Example A24; a) Preparation of intermediate 83; [Show Image] 3-Amino-5-chloro-benzenemethanol (0.0194 mol) was added in one portion to a solution of intermediate 77 (0.0162 mol) in 1,4-dioxane (80 ml). DIPEA (0.0194 mol) was added. The resultant reaction mixture was stirred for 8 hours at room temperature. CH2Cl2 (50 ml) and brine (50 ml) were added. The layers were separated. The organic layer was washed with brine (2 x 20 ml). The organic layers were combined, dried (MgSO4), filtered and the solvent was evaporated, yielding 6 g (90%) of intermediate 83.

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, 79944-63-1, (3-Amino-5-chlorophenyl)methanol.

Reference:
Patent; Janssen Pharmaceutica NV; EP1904461; (2008); A2;,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 59012-91-8, name is 4-(Hydroxymethyl)phenyl pivalate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 59012-91-8

Preparation of 5: A 100 G reactor containing the solution of compound 4 is charged with N-methylpyrrolidine (9.5 kg; 2.0 eq dissolved in 23 kg of dichloromethane). After 10 minutes, compound 4a (14.0 kg; 1.2 eq) is added, followed by 1,8-diazabicyclo[5.4.0]undec-7-ene (10.2 kg; 1.2 eq in 23 kg dichloromethane). The batch is warmed to 20 C. Upon reaction completion (1-9 hours), the solution is diluted with 327 kg of dichloromethane and charged to a 200 G reactor containing pH 4.5 phosphate buffer (334 kg of 1 M KH2PO4). The batch is agitated for 30 minutes, and the layers are separated. The lower organic layer is washed once more with pH 4.5 phosphate buffer (111 kg of 1 M KH2PO4), then once with brine (212 kg of 2.5% NaCl/water (w:w)). The resulting organic solution is distilled at <35 C. until Karl Fischer analysis of the batch shows <0.05% water. This solution is used directly in the preparation of compound 1f. With the rapid development of chemical substances, we look forward to future research findings about 59012-91-8. Reference:
Patent; AVI BIOPHARMA, INC.; US2009/131624; (2009); A1;,
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Reference of 1013031-65-6, 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.1013031-65-6, name is (2,6-Dibromophenyl)methanol, molecular formula is C7H6Br2O, molecular weight is 265.93, as common compound, the synthetic route is as follows.

To a solution of (2,6-dibromophenyl)methanol i-Sa (9.6 g, 36.1 mmol) in DMF (100 mL) at 0 C was added NaH (60%, 2.2 g, 54 mmol) portionwise. The mixture was kept stirring at room temperature for additional 30 mins, followed by the additional of PMBC1 (8.8 g, 54 mmol). The mixture was stirred at room temperature for 2 h, quenched with sat NH4C1, and extracted with EtOAc. The combined organics were washed with brine, dried over Na2504, andconcentrated. The crude residue was purified by flash chromatography (0-10% EtOAc/hexanes)to give the title compound. ?H NMR (400 MHz, CDC13) oe 7.54 (d, J 7.9 Hz, 1H), 7.35 (d, J8.4 Hz, 1H), 7.01 (t, J= 7.9 Hz, 1H), 6.89 (d, J= 8.4 Hz, 2H), 4.81 (s, 2H), 4.58 (s, 2H), 3.81(s, 3H).

The chemical industry reduces the impact on the environment during synthesis 1013031-65-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ZHANG, Hongjun; BARR, Kenneth, Jay; LAPOINTE, Blair, T.; GUNAYDIN, Hakan; LIU, Kun; TROTTER, B., Wesley; (67 pag.)WO2017/75185; (2017); A1;,
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Synthetic Route of 431-23-2 ,Some common heterocyclic compound, 431-23-2, molecular formula is C4H7F3O, 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 3,3,3-trifluoro-2-methylpropan-1-ol (800 mg, 6.25 mmol) in DCM (20mL) was added triethylamine (950 mg, 9.39 mmol). The mixture was cooled to -20 oc andtrifluoromethanesulfonic anhydride (2.20 g, 7.70 mmol) was added. The mixture was stirred at0 oc overnight. The mixture was diluted with DCM (50 mL), washed with 1 M HCl aqueoussolution (50 mLx 2). The separated organic layer was dried over anhydrous Na2S04, and thenconcentrated in vacuo to give the title compound as yellow oil (1.1 g, yield 68% ).1HNMR (400 MHz, CDCh) 8 (ppm): 4.64-4.46 (m, 2H), 2.79-2.67 (m, 1H), 1.29 (d, J= 7.1 Hz,3H).19F NMR (376 MHz, CDCh) 8 (ppm): -71.6, -74.5.

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. 431-23-2, 3,3,3-Trifluoro-2-methylpropan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; DAI, Weilong; XI, Ning; LI, Minxiong; ZHANG, Tao; LI, Xiaobo; HU, Haiyang; CHEN, Wuhong; WANG, Tingjin; LIU, Jun; (188 pag.)WO2017/48675; (2017); 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. 155310-11-5, name is 3-Amino-2,2-difluoropropan-1-ol, the common compound, a new synthetic route is introduced below. HPLC of Formula: C3H7F2NO

To a solution of 3-amino-2,2-difluoro-propan-1-ol (2.00 g, 18.0 mmol, CAS155310-11-5) in a mixed solvents of THF (75 mL) and H2O (75 mL) was added Boc2O (3.93 g, 18.0 mmol) slowly at 0 C. The reaction mixture was stirred at 25 C. for 16 hours. On completion, the reaction mixture was diluted with 1.0 M aq.HCl (100 mL) and extracted with EA (2×150 mL). The combined organic phase was washed with brine (50 mL), dried over Na2SO4, filtered and concentrated in vacuo to give the title compound (3.76 g, 98% yield) as white solid. 1H NMR (400 MHz, CDCl3) delta 5.04 (s, 1H), 4.10-3.87 (m, 1H), 3.76-3.63 (m, 2H), 3.60-3.54 (m, 2H), 1.48 (s, 9H).

The synthetic route of 155310-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kymera Therapeutics, Inc.; Mainolfi, Nello; Ji, Nan; Kluge, Arthur F.; Weiss, Matthew M.; Zhang, Yi; (1443 pag.)US2019/192668; (2019); A1;,
Alcohol – Wikipedia,
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Reference of 81156-68-5, 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.81156-68-5, name is 2,4-Dichlorophenethyl alcohol, molecular formula is C8H8Cl2O, molecular weight is 191.06, as common compound, the synthetic route is as follows.

Example 4 Preparation of methyl 2- [3- (2- (2, 4-dichlorophenyl) ETHOXY) PHENYL- THIOJISOBUTYRATE (ST2534) The title product was prepared according to the procedure described in Method B starting from methyl 2- (3- hydroxyphenylthio) iso-butyrate (prepared as described in example 1) (0.280 g, 1.24 mmol) and DIAD (0.325 g, 1.61 mmol) dissolved in 3 mL of anhydrous THF and added dropwise to a solution of 2,4- dichlorophenetylalcohol (0.260 G, 1.36 mmol), and triphenylphosphine (0.422 g, 1.61 mmol) in 4 mL of anhydrous THF at 0C. The reaction was left overnight under magnetic stirring at room temperature. After this period, the solvent was evaporated and the residue purified by silica gel chromatography using hexane/AcOEt 9.6/0. 4 as eluent. 0.327 g of oily product were obtained (yield: 66 %); TLC: silica gel, eluent hexane/AcOEt 9/1, Fr: 0.34 ; IH NMR (CDC13, 300 MHz) B : 7.40 (d, 1H), 7.20 (m, 3H), 7.00 (m, 2H), 6.90 (dd, 1H), 4.15 (t, 2H), 3.65 (s, 3H), 3.20 (t, 2H), 1.45 (s, 6H); HPLC: Column: Inertisil ODS-3 (5 ZM) 4.6 x 250 mm, T: room temperature, mobile phase CH3CN/H20 90/10 (v/v), pH: as is, flow rate: 0.8 mL/min, 205 nm UV detector, retention time 12.40 min; KF: 0.2 % H20; E. A. conforming for CL9H20CL203S.

The chemical industry reduces the impact on the environment during synthesis 81156-68-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SIGMA-TAU INDUSTRIE FARMACEUTICHE RIUNITE S.p.A.; WO2004/56355; (2004); A1;,
Alcohol – Wikipedia,
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Application of 123206-83-7, Adding some certain compound to certain chemical reactions, such as: 123206-83-7, name is 4-(2-Bromophenyl)butan-1-ol,molecular formula is C10H13BrO, 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 123206-83-7.

Step C: To a solution of 4-(o-bromophenyl)-1-butanol (1.222 g, ca 0.0053 mol) and tetrakis(triphenylphosphine) palladium (0) (650 mg, 0.562 mmol) in 1,2-dimethoxyethane (55 mL) was added thiophene-2-boronic acid (2.057 g, 0.016 mol) and 1 N aqueous NaHCO3 (15 mL). The resulting mixture was heated at reflux under nitrogen atmosphere for 3 days. The dark reaction mixture was diluted with water (50 mL) and extracted with EtOAc (100 mL). The organic layer was dried over Na2SO4, filtered through a bed of Celite and concentrated to yield a crude which was purified by flash chromatography (30% EtOAc in hexane) to yield 4-(2-thien-2-yl-phenyl)-butan-1-ol as a light brown oil. 1H NMR (300 MHz, DMSO d6) delta ??1.37-1.56 (m, 4H), 2.66-2.71 (m, 2H), 3.31-3.35 (m, 2H), 4.33 (br s, 1 H), 7.10-7.15 (m, 2H), 7.21-7.26 (m, 1 H), 7.31-7.34 (m, 3H), 7.59-7.61 (m, 1 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. 123206-83-7, 4-(2-Bromophenyl)butan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Janssen Pharmaceuticals, Inc.; JORDAN, Alfonzo; PAN, Kevin; REITZ, Allen, B.; (71 pag.)EP1392687; (2017); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 92409-15-9 ,Some common heterocyclic compound, 92409-15-9, molecular formula is C17H20O5, 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.

General procedure: The catalytic hydrogenolysis of lignin model compounds was performedusing a 50 mL Zr-alloy autoclave provided by Anhui KemiMachinery Technology Co., Ltd. For a typical procedure, lignin modelcompounds (0.5 mmol or 1 mmol) or organosolv lignin (35 mg), heterogeneousFe catalyst (100 mg), and solvent (20 mL) were added intothe autoclave with a quartz lining. After purging the reactor with H2,the reaction was conducted with 1 MPa H2 (at room temperature) at240 C for 12 h with a stirring speed of 800 rpm. After reaction, internalstandards are added to the product solution, and then the liquid productswere analyzed by using both GC and GC-MS. For the conversionof alpha-O-4 lignin model compound, 2-phenylethanol is used as internalstandard to determine the yields of benzyl alcohol and phenol, anddodecane is used to determine the yield of toluene. For the conversionof beta-O-4 lignin model compounds, benzyl alcohol and dodecane areused as internal standards to determine the yields of phenolic fragmentsand aromatic fragments, respectively. A representative GC spectrumcan be seen in Fig. S11 in supporting information. GC-MS analyses wereperformed on an Agilent 7890 Gas Chromatograph equipped with a DBWAXETR30m×0.25 mm×0.25mm capillary column (Agilent) or aHP-5MS 30m×0.25 mm×0.25mm capillary column (Agilent).Although HP-5MS column is unsuitable for the determination of productsyields due to the low polarity, it can be used to confirm whethersome complex lignin model compounds were completely converted.The GC was directly interfaced to an Agilent 5977 mass selective detector(EI, 70 eV). The following GC oven temperature programs wereused: 40 C hold for 1 min, ramp 5 C min-1 to a temperature of 120 C,and then ramp 10 C min-1 to 300 C and hold for 5 min. To get the representative GC spectrum of gaseous products, the gaseous phase wascollected and injected into a Fuli 9790II Gas Chromatograph equippedwith a TDX-01 packed column and a thermal conductivity detector(TCD) through a six-way valve to analyze the composition.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,92409-15-9, its application will become more common.

Reference:
Article; Li, Jiang; Sun, Hui; Liu, Jia-xing; Zhang, Jun-jie; Li, Zhen-xing; Fu, Yao; Molecular catalysis; vol. 452; (2018); p. 36 – 45;,
Alcohol – Wikipedia,
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Reference of 666747-06-4, Adding some certain compound to certain chemical reactions, such as: 666747-06-4, name is (2,4-Dibromophenyl)methanol,molecular formula is C7H6Br2O, 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 666747-06-4.

Step 2:Synthesis of 2,4-dibromo-1-(1-methoxy-1-methylethoxymethyl)benzeneUnder a nitrogen atmosphere, to a solution of 2,4-dibromobenzyl alcohol (40 g, 0.15 mol) in tetrahydrofuran (300 ml) was added 2-methoxypropene (144 ml, 1.5 mol) at room temperature, and then the mixture was cooled to 0°C.At the same temperature, pyridinium p-toluenesulfonic acid (75 mg, 0.30 mmol) was added and the mixture was stirred for 1 hour.The reaction mixture was poured into a saturated aqueous solution of sodium hydrogen carbonate cooled to 0°C, and extracted with toluene.The organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the titled compound as an oil in quantitative yield.The product was used in the next step without further purification.1H-NMR (CDCl3) delta: 1.44 (6H, s), 3.22 (3H, s), 4.48 (2H, s), 7.42 (1H, d, J=8.0Hz), 7.44 (1H, dd, J=1.5, 8.0Hz), 7.68 (1H, d, J=1.5Hz).

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. 666747-06-4, (2,4-Dibromophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chugai Seiyaku Kabushiki Kaisha; EP2308886; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts