Month: October 2020

13826-35-2, 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. 13826-35-2, name is (3-Phenoxyphenyl)methanol, molecular formula is C13H12O2, 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 (3-Phenoxyphenyl)methyl 3-[(Z)-2-chloro-3,3,3-trifluoro-prop-1-enyl]-2,2-dimethyl-cyclopropanecarboxylate 13 A solution of 3-[(Z)-2-chloro-3,3,3-trifluoro-prop-1-enyl]-2,2-dimethyl-cyclopropanecarbonyl chloride (242 mg, 1.1 eq) in toluene (6 mL) was added dropwise to a solution of (3-phenoxyphenyl)methanol (170 mg, 1 eq) and pyridine (68 muL, 1 eq) in toluene (6 mL). The reaction mixture was stirred overnight at room temperature after which time TLC analysis showed the reaction had gone to completion. The reaction mixture was diluted with ethyl acetate (15 mL) and washed with water (2*10 mL) and brine (10 mL) before being dried over MgSO4 and the solvent removed in vacuo. The residue was purified by flash chromatography (solvent 9:1 hexane/ethyl acetate) to afford the product as a clear oil (262 mg, 73%). 1H NMR deltaH (CDCl3, 300 MHz): 7.25 (m, 4H), 6.93 (m, 6H), 5.00 (dd, J=15.6, 3.3 Hz, 2H), 2.10 (t, J=8.4 Hz, 1H), 1.95 (d, J=8.4 Hz, 1H), 1.22 (s, 3H), 1.20 (s, 3H); ESI-MS 447.1 [MNa]+.

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. 13826-35-2, (3-Phenoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Thompson, William; Jackson, Peter; Lindsay, Derek; Screen, Thomas; Moulton, Benjamin; Urch, Christopher; US2015/94474; (2015); A1;,
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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.

The 6-amino-7-methoxy-4-[3-methyl-4-(2-pyridylmethoxy)anilino]-quinazoline used as a starting material was obtained as follows: A mixture of 4-chloroanthranilic acid (17.2 g) and formamide (10 ml) was stirred and heated to 130 C. for 45 minutes and to 175 C. for 75 minutes. The mixture was allowed to cool to approximately 100 C. and 2-(2-ethoxyethoxy)ethanol (50 ml) was added. The solution so formed was poured into a mixture (250 ml) of ice and water. The precipitate was isolated, washed with water and dried. There was thus obtained 7-chloroquinazolin-4-one (15.3 g, 85%).

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; Zeneca Limited; US5821246; (1998); A;,
Alcohol – Wikipedia,
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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. 4254-29-9, name is 2,3-Dihydro-1H-inden-2-ol. This compound has unique chemical properties. The synthetic route is as follows. 4254-29-9

General procedure: To a solution of 18 (100 mg,0.420 mmol) and [4-(trifluoromethyl)phenyl]methanol (111 mg,0.630 mmol) in THF (10.0 mL), PPh3 (178 mg, 0.68 mmol), a 40%diethyl azodicarbonate toluene solution (309 lL, 0.680 mmol)were added at room temperature, and stirred under N2 atmosphereat 60 C for 4 h. After cooling to room temperature, the solvent wasdistilled off under reduced pressure. The residue was purified bysilica gel column chromatography (hexane/AcOEt = 100:0 to 95:5(v/v)) to obtain 19k as colorless oil (125 mg, 75%).

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, 4254-29-9, 2,3-Dihydro-1H-inden-2-ol.

Reference:
Article; Takano, Rieko; Yoshida, Masao; Inoue, Masahiro; Honda, Takeshi; Nakashima, Ryutaro; Matsumoto, Koji; Yano, Tatsuya; Ogata, Tsuneaki; Watanabe, Nobuaki; Hirouchi, Masakazu; Kimura, Takako; Toda, Narihiro; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5546 – 5565;,
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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 431-38-9 as follows., 431-38-9

To a solution of racemic 3-azabicyclo[3.1.0]hexane-1,3-dicarboxylic acid-3-tert-butyl ester (200 mg, 0.88 mmol) in DMF (5 mL), TBTU (339 mg, 1.056 mmol) and TEA (160 muL, 1.14 mmol) are added. Mixture is stirred at room temperature for 10 min, then racemic 3-amino-1,1,1-trifluoro-2-propanol (125 mg, 0.97 mmol) is added and the mixture stirred at room temperature overnight. AcOEt and saturated NaHCO3 are added, the organic phases separated and washed with 10% citric acid and brine. The organic layer is then dried using a phase separator cartridge and evaporated under reduced pressure to furnish the title compound (330 mg, 90% content, 100%), that is used as such. HPLC-MS (Method 2): Rt=0.94 min. MS (ESI pos): m/z=339 (M+H)+

The chemical industry reduces the impact on the environment during synthesis 431-38-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GIOVANNINI, Riccardo; BERTANI, Barbara; FERRARA, Marco; LINGARD, Iain; MAZZAFERRO, Rocco; ROSENBROCK, Holger; US2013/197011; (2013); A1;,
Alcohol – Wikipedia,
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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 32, 75 mg 3-amino-1 ,1 ,1 -trifluoropropan-2-ol, 167 mg HATU and 0.15 mL ethyldiisopropylamine in 5 mL of DMF was stirred at room temperature for 14 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 RP-HPLC (column: X-Bridge C18 5muetaiota 100x30mm, mobile phase: acetonitrile / water (0.1 Vol% formic acid)-gradient)) to yield 90 mg 2-(3,5-difluorophenyl)-6-(4-methylphenyl)-3-oxo-/V-(3,3,3-trifluoro-2-hydroxypropyl)-2,3- dihydropyridazine-4-carboxamide. 1H-NMR (400 MHz, DMSO-d6): delta = 2.37 (s, 3H); 3.47 (ddd, 1 H); 3.74 (ddd, 1 H); 4.17-4.28 (m, 1 H); 6.66 (d, 1 H); 7.34 (d, 2H); 7.47 (tt, 1 H); 7.53-7.58 (m, 2H); 7.87 (d, 2H); 8.64 (s, 1 H); 9.60 (t, 1 H).

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 PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM (DKFZ); SCHMEES, Norbert; GUTCHER, Ilona; IRLBACHER, Horst; BADER, Benjamin; ZHAO, Na; PLATTEN, Michael; (437 pag.)WO2017/202816; (2017); A1;,
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100-37-8, 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.

34.9 g (0.1 mol) of 4- [1- (5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl) ethenyl] benzoic acid (bexarotene; Targretin )) Was dissolved in 300 ml of chloroform.To this reaction mixture was added 20.6 g of N, N’-dicyclohexylcarbodiimide.11.6 g of dimethylaminoethanol was added to the reaction mixture. The mixture was stirred at room temperature for 3 hours. Solids were removed by filtration.The chloroform solution was washed with 5% NaHCO 3 (2 ¡Á 10 0 ml) and water (3 ¡Á 100 ml).The organic solution was dried over anhydrous sodium sulfate.Sodium sulfate was removed by filtration. To this reaction mixture 3.6 g of HCl gas / ether (100 ml) was added with stirring. The solid product was collected by filtration. After drying 40 g of the desired product (85.8%) was obtained.

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; YU, CHONGXI; (76 pag.)JP2017/160261; (2017); A;,
Alcohol – Wikipedia,
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6214-44-4, A common compound: 6214-44-4, name is (4-Ethoxyphenyl)methanol,molecular formula is C9H12O2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Example 5 4-[(4-Ethoxyphenyl)methyl]-1,2-dihydro-5-methyl-3 H -pyrazol-3-one The title compound was prepared in a similar manner to that described in Example 1 using 4-ethoxybenzyl alcohol instead of 4-isopropoxybenzyl alcohol. 1H-NMR (500MHz, DMSO-d6) delta ppm: 1.20-1.35 (3H, m), 1.98 (3H, s), 3.46 (2H, s), 3.85-4.05 (2H, m), 6.70-6.85 (2H, m), 6.95-7.10 (2H, m)

With the rapid development of chemical substances, we look forward to future research findings about 6214-44-4.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP1213296; (2002); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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 2807-30-9 as follows., 2807-30-9

General procedure: Method A To a solution of compound 3 (150 mg, o.27 mmol), alcohol (0.81 mmol), and EDCI (576 mg, 3.0 mmol) in CH2Cl2 (30 mL) was added DMAP (122 mg, 1.0 mmol), and the mixture was stirred at room temperature for 12 h. Ethyl acetate (60 mL) was added, and the organic phase was washed three times with water, once with brine, dried, and finally concentrated. There is no need to further purify the residue.

The chemical industry reduces the impact on the environment during synthesis 2807-30-9, I believe this compound will play a more active role in future production and life.

Reference:
Article; Liu, Shan Xiang; Jin, Hui Zi; Shan, Lei; Zeng, Hua Wu; Chen, Bing Yang; Sun, Qing Yan; Zhang, Wei Dong; Bioorganic and Medicinal Chemistry Letters; vol. 23; 7; (2013); p. 2207 – 2211;,
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623-04-1, Adding some certain compound to certain chemical reactions, such as: 623-04-1, name is (4-Aminophenyl)methanol,molecular formula is C7H9NO, 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 623-04-1.

2.15g (17.5mmol) of 4-aminobenzyl alcohol was added to 20mL of 10% HCl aqueous solution at 0C, followed by addition of 1.45g (21.0mmol, 1.2equiv) sodium nitrite dissolved in dry 10mL CH2Cl2. After the mixture was stirred at 0C for 1h, 4mL of sodium azide (1.88g, 28.9mmol) aqueous solution was added drop-wise and stirred overnight. Then, the mixture was quenched with brine and extracted with ethyl acetate (100mL¡Á3). The combined organic layer was dried over anhydrous sodium sulfate and concentrated in vacuum. Finally, the crude product was purified by flash chromatography (petroleum/ethyl acetate=4:1) to give a yellow oil (2.21g, 85%). 1H NMR (400MHz, DMSO): delta=6.95 (d, J=8Hz, 2H), 6.50 (d, J=8Hz, 2H), 4.92 (s, 2H), 4.79 (t, J=8Hz, 1H), 4.28 (d, J=8Hz, 2H) (Fig.S3). 13C NMR (100MHz, DMSO): delta=145.97, 131.13, 128.78, 115.20, 65.16 (Fig.S4)

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 623-04-1.

Reference:
Article; Xiang, Kaiqiang; Liu, Yunchang; Li, Changjiang; Tian, Baozhu; Tong, Tianzhong; Zhang, Jinlong; Dyes and Pigments; vol. 123; (2015); p. 78 – 84;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

2615-15-8, 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. 2615-15-8, name is 3,6,9,12,15-Pentaoxaheptadecane-1,17-diol. This compound has unique chemical properties. The synthetic route is as follows.

Hexaethylene glycol (1.41 g, 5 mmol) Was dissolved in triethylamine (3.5 mL, 25 mmol) And dry Dichloromethane (100 mL), ice bath, Slowly add p-toluenesulfonyl chloride (2.4 g, 15 mmol) Stir at room temperature for 24 hours. TLC (EtOAc) to complete the reaction. Dilute dichloromethane (200 mL) was added, followed by 1 MHC1 , Saturated NaHC03, and saturated NaCl, and the organic phase was dried with anhydrous Na2SO4. After removing Na2S04 by filtration, the organic phase was evaporated to dryness under reduced pressure The mixture was purified by sonar column chromatography (2: l EtOAc / hexanes) to give the product as a colorless oil (2.62 g, 90%)

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 2615-15-8, 3,6,9,12,15-Pentaoxaheptadecane-1,17-diol.

Reference:
Patent; Institute of Microbiology of the Chinese Academy of Sciences (IMCAS); Li, Xuebing; Zhang, Zhenxing; (21 pag.)CN106589014; (2017); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts