Month: December 2020

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. 702-82-9, name is 3-Aminoadamantan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. 702-82-9

General procedure: For compounds 9-13, a mixture of 77-155mg (0.6-1.2mmol) of phthaldialdehyde 8 and equal molar amount of appropriately substituted adamantylamine or noradamantylamine (if utilized as the hydrochloride salt, potassium carbonate, 0.55-1.0eq, was added as appropriate) in 40-80mL tetrahydrofuran was stirred for 171.5-211.0h under a nitrogen atmosphere at room temperature. After removing solvent, the residues were purified by silica gel chromatography (EtOAc/Hex or MeOH/CH2Cl2)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,702-82-9, 3-Aminoadamantan-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Luo, Weiming; Tweedie, David; Beedie, Shaunna L.; Vargesson, Neil; Figg, William D.; Greig, Nigel H.; Scerba, Michael T.; Bioorganic and Medicinal Chemistry; vol. 26; 8; (2018); p. 1547 – 1559;,
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108-82-7, 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 108-82-7, name is 2,6-Dimethylheptan-4-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: NaOCl¡¤5H2O crystals (2.0 g, 12.2 mmol) were added in oneportion to a mixture of Bu4NHSO4 (0.17 g, 0.50 mmol),TEMPO (21 mg, 0.13 mmol), and 1 (1.30 g, 10.0 mmol) inCH2Cl2 (10 mL) at 5 C. After 15 min, GC monitoringshowed that 1 had been consumed. The reaction was stoppedafter 0.5 h by quenching with aq sat. Na2SO3 solution (20mL). The organic layer was separated, and the aqueous layerwas extracted with CH2Cl2 (30 mL). The combined organiclayers were washed with H2O (30 mL), dried over Na2SO4,and concentrated to give 2 as colorless oil (1.27 g, crudeyield of 99.2%, GC analysis showed the product to be 96.8%pure). A 0.42 g portion of the crude 2 was purified by bulbto-bulb distillation (6 kPa, 120-130 C) to afford pure 2(0.40 g, 95%). GC-MS analysis gave identical results tothose of an authentic sample.

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 108-82-7, 2,6-Dimethylheptan-4-ol.

Reference:
Article; Okada, Tomohide; Asawa, Tomotake; Sugiyama, Yukihiro; Kirihara, Masayuki; Iwai, Toshiaki; Kimura, Yoshikazu; Synlett; vol. 25; 4; (2014); p. 596 – 598;,
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100-37-8 , The common heterocyclic compound, 100-37-8, name is 2-(Diethylamino)ethanol, molecular formula is C6H15NO, 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.

(1) Synthesis: 240 g (2.4 mol) of methyl methacrylate,117 g (1.0 mol) of diethylaminoethanol, 200 g of n-hexane,8 g of lithium hydroxide and 0.5 g of phenothiazine were added with stirring,Thermometer and water separator in a 1000 mL three-necked flask,Heated to 65 C ~ 73 C, constantly reflux and separation of methanol,The reaction was stopped (about 5 h) after refluxing to the absence of methanol separation.34.5 g of methanol was separated,Gas chromatographic analysis showed that the methanol content was 88.6%The methyl methacrylate content was 11.2%.(2) purification: cooling to room temperature, add 300mL ¡Á 2 of deionized water washed twice. The oil was gradually decompressed (0 to 100 mmHg) at 60 C to 100 C,Unreacted methyl methacrylate and diethylaminoethanol,And then diethyl etherate methacrylate was distilled off under reduced pressure at 5 to 10 mmHg and 90C to 100C. The resulting product was 175.7 g (theoretical yield 185.26 g) in a yield of 94.1%.Gas chromatographic analysis showed that the content of diethylaminoethyl methacrylate was99.2%.

According to the analysis of related databases, 100-37-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Qingdao University of Science and Technology; Tang Linsheng; Yang Jingwei; Wu Hongzhi; Hou Xiaomin; Zhu Xin; Mi Chengjing; (9 pag.)CN106966913; (2017); A;,
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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 624-95-3, name is 3,3-Dimethylbutan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. 624-95-3

Example IV represents an oxidation in which the KBr co-catalyst and the NaHCO3 buffer were removed and replaced with Na2B4O7 additive. [00065] 16.9 g of 3,3-Dimethyl-1-butanol (117.3 mmol) and 0.0765 g MeO-TEMPO (0.411 mmol) are charged in a jacketed glass reaction flask as in Example I. Sodium borate (0.380 g, 1.0 mmol) is dissolved in water (12.0 cc) and the aqueous solution is added to the stirred organic fraction at 1000 RPM in the reaction flask. The stirred suspension is cooled to 0 C. and the emulsion is re-adjusted to pH=8.4 using 50% solution of CH3COOH. When the temperature of the reactants reached 0 C., 75.5 g (122 mmol) of 12.1% aqueous NaOCl solution are pumped in via a gas-tight syringe over 90 minutes. During the bleach addition, the pH was maintained at 8.3-8.4 levels using a few drops of 50% aqueous CH3COOH. The reaction mixture is stirred for an additional 120 min at 0 C. and the organic layer is sampled for GC assay. The reaction in this second stage was kept at pH 8.4 by addition of 0.2-0.25 cc aqueous solution of NaOH (50% concentration). The yield of 3,3-dimethylbutyraldehyde is 90.0% at 60 min and 91.0% at 90 min reaction time

Statistics shows that 624-95-3 is playing an increasingly important role. we look forward to future research findings about 3,3-Dimethylbutan-1-ol.

Reference:
Patent; The NutraSweet Company; US6825384; (2004); B1;,
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2516-33-8, 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. 2516-33-8, name is Cyclopropylmethanol, molecular formula is C4H8O, 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 mixture of 2-cyclopropyl-methanol (6.15 g) and DMF (12 mL) was added NaH (60% in mineral oil, 1 .5 g) at 0C. After stirring for 4 hours at r.t. the mixture was diluted with DMF (5 mL) and 5-bromo-2-fluoro-pyridine (6.00 g) was slowly added keeping the reaction temperature below 30C. After 30 minutes at r.t. the mixture was heated to130C for 1 hour by microwave irradiation. After cooling to r.t. the mixture was diluted with EA and washed with water (3 times). The organic phase was dried (Na2SO4) and concentrated. The residue was purified by SGC to provide the subtitle compound. MS ESI+: m/z = 228 [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. 2516-33-8, Cyclopropylmethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANOFI; SCHWINK, Lothar; BOSSART, Martin; GLOMBIK, Heiner; GOSSEL, Matthias; KADEREIT, Dieter; KLABUNDE, Thomas; MAIER, Thomas; STENGELIN, Siegfried; WO2014/56938; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 431-38-9, 3-Amino-1,1,1-trifluoropropan-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, 431-38-9, blongs to alcohols-buliding-blocks compound. 431-38-9

A solution of 100 mg intermediate 6, 83.2 mg 3-amino-1,1,1-trifluoropropan-2-ol, 184 mgHATU and 0.17 mL ethyldiisopropylamine in 5 mL of DMF was stirred at room temperature for14 hours. Then the reaction was quenched by water, and the mixture was extracted with dichloromethane two times. The combined organic phases were dried over sodium sulfate and evaporated to dryness. The residue was subjected to flash chromatography (dichloromethane / methanol gradient with up to 2% methanol) to yield 65mg 6-(4-methylphenyl)-2-(1-methyl-1H-pyrazol-4-yl)-3-oxo-N-(3 ,3,3-trifluoro-2-hydroxypropyl)-2 ,3-dihydropyridazi ne-4-carboxamide.1H-NMR (400 MHz, CDCI3): 6 [ppm] = 2.44 (s, 3H); 3.78 (ddd, 1H); 3.90 (ddd, 1H); 3.99 (s,3H); 4.18-4.27 (m, 1H); 4.56 (d, 1H); 7.33 (d, 2H); 7.82 (d, 2H); 8.16 (s, 1H); 8.33 (s, 1H); 8.71(s, 1H); 10.24 (bt, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,431-38-9, its application will become more common.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM; GUTCHER, Ilona; ROeHN, Ulrike; SCHMEES, Norbert; ZORN, Ludwig; ROeSE, Lars; BADER, Benjamin; KOBER, Christina; CARRETERO, Rafael; STOeCKIGT, Detlef; IRLBACHER, Horst; PLATTEN, Michael; (397 pag.)WO2018/146010; (2018); 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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows. 558-42-9

6-Methoxy-l’- (2-phenoxyethyl)-2, 3,4, 9-tetrahydrospiro[beta-carboline-1, 3′-pyrrolidine] (EXAMPLE 10,66 mg, 0.2 mmol, K2CO3 (48 mg, 0.3 mmol), 1-chloro-2-methylpropan-2- ol (28 mg, 0.3 mmol) and acetonitrile (2 mL) were stirred at75 C for 16h. MoreK2CO3 (48 mg, 0.3 mmol), 1-chloro-2-methylpropan-2-ol (28 mg, 0.3 mmol) were added to the reaction and1-chloro-2-methylpropan-2-ol (28 mg, 0.3 mmol) was added again after 24h and 48h. After another 72h, the mixture was filtered and the solvent was removed. The product was purified by preparative HPLC using acetonitrile-water gradients containing 0.1percent trifluoroacetic acid. Yield: 6.96 mg (8percent).HPLC 98percent, RT : 2.099 (10-97percent MeCN over 3 min). ‘H NMR (270 MHz, Methanol-d3)8 ppm 1.26 (s, 3 H) 1.35 (s, 3 H) 2.46-2. 53 (m,1 H) 2.84-3. 04 (m,1 H) 3.04-3. 14 (m, 2 H) 3. 47-3. 66 (m,6 H) 3.81 (s,3 H) 3.84 (dd,J=6. 68,3. 22 Hz, 2 H) 4.18-4. 29 (m,1 H) 4.32-4. 35 (m, 2 H) 6.81(dd,J=8. 91,2. 47 Hz, 1 H) 6.95-7. 02 (m, 4 H) 7.23-7. 33 (m,3 H).

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, 558-42-9, 1-Chloro-2-methyl-2-propanol.

Reference:
Patent; BIOVITRUM AB; WO2005/48916; (2005); A2;,
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111-90-0, 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 111-90-0, name is Diethylene Glycol Monoethyl Ether. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 10 43 g (0.32 mole) of diethylene glycol monoethyl ether was added dropwise to a mixture consisting of 6 g (0.16 mole) of sodium borohydride, 25 ml of xylene and 10 g (0.097 mole) of benznitrile at 110 C. over two hours while agitating the mixture. Subsequently, the mixture was agitated at the same temperature for 16 hours. After cooling to room temperature, the mixture was neutralized with dilute sulfuric acid. As a result, benzylamine was obtained in 74% yield and the benzynitriles remained unreactive in the proportion of 25%.

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 111-90-0, Diethylene Glycol Monoethyl Ether.

Reference:
Patent; Kao Corporation; US5196601; (1993); A;,
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5391-88-8 ,Some common heterocyclic compound, 5391-88-8, molecular formula is C8H9BrO, 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: Bi(OTf)3 (1.0 mol%) was added to a solution of the appropriate secbenzylalcohol (1.0 equiv) and TMSN3 (1.2 equiv) in CH2Cl2 (4.0mL/mmol) at r.t. When the reaction was complete (TLC), the solventwas removed and the crude material was purified by column chromatography.

According to the analysis of related databases, 5391-88-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tummatorn, Jumreang; Thongsornkleeb, Charnsak; Ruchirawat, Somsak; Thongaram, Phanida; Kaewmee, Benyapa; Synthesis; vol. 46; 11; (2015);,
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Adding a certain compound to certain chemical reactions, such as: 100-37-8, 2-(Diethylamino)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, 100-37-8, blongs to alcohols-buliding-blocks compound. 100-37-8

0 C, under Ar protection,To NaH (60%, 1.1g, 27.01mmol, 2.5eq)Compound 2 (1.52 g, 12.97 mmol, 1.2 eq) was added dropwise to a solution of THF (15 mL)Of THF (5 mL).Stir at 0 C for 15 min.Compound 1 (2.0 g, 10.80 mmol, 1.0 eq) was added.Stir overnight at room temperature. The reaction was quenched with saturated NH4Cl.The reaction solution was concentrated under reduced pressure, diluted with water (40 mL), washed with PE: EtOAc = 10: 1 (40 mL), and adjusted to pH = 4 with 5M aq.Filtration gave compound 3 (3.0 g, 82%) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100-37-8, its application will become more common.

Reference:
Patent; Longtaishen Pharmaceutical (Nanjing) Co., Ltd.; Yang Lei; (55 pag.)CN110698460; (2020); A;,
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