Month: February 2021

Electric Literature of 3319-15-1, Adding some certain compound to certain chemical reactions, such as: 3319-15-1, name is 1-(4-Methoxyphenyl)ethanol,molecular formula is C9H12O2, 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 3319-15-1.

General procedure: Under an N2 atmosphere, a mixture of secondary alcohol (0.5 mmol), primary alcohol (0.6 mmol), 1a (5 mol %), NaOH (0.1 mmol), 4 A molecular sieve (0.6 g), and toluene (1.5 mL) was added into a 25 mL Schlenk tube equipped with a stirring bar. The mixture was heated to 120 C under a slow and steady N2 flow for 24 h. After cooling to ambient temperature, 6 mL water was added and the aqueous solution extracted with ethyl acetate (3 x 5 mL). The combined extracts were dried over anhydrous Na2SO4, and concentrated under reduced pressure. The crude product purified on a short flash chromatography column.

According to the analysis of related databases, 3319-15-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Shi-Qi; Guo, Bin; Xu, Ze; Li, Hong-Xi; Li, Hai-Yan; Lang, Jian-Ping; Tetrahedron; vol. 75; 47; (2019);,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 186020-66-6, name is tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C13H26O6

3,6,9-Trioxadodecan-12-oic acid, l-[[3-trifluoromethyl-7-oxa-bicyclo[2.2.1]hepta-2,5- diene-2-carboxyl]oxy]-l,l-dimethylethyl ester (10); A mixture of 5 (103 mg, 0.50 mmol), tert-butyl-12-hydroxy-4,7,10-trioxadodecanoate (139 mg, 0.50 mmol) and 4-(dimethylamino)-pyridine (DMAP, 121 mg, 1.00 mmol) in CH2Cl2 (6 mL) was cooled to 0 0C before adding l-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDCHCl, 105 mg, 0.55 mmol). The mixture was stirred for 5 min. at 0 0C and 18 hours at room temperature. The reaction mixture was acidified with HCl (2M) to a pH of 1-2 and extracted with CH2Cl2 (2 x 10 mL). The combined organic layers were dried over MgSO4 and concentrated in vacuo. The crude mixture was purified by preparative TLC (CH2Cl2/Me0H, 9/1) resulting in compound 10 as a slightly yellow oil (65 mg (27%)). Rf= 0.81 (CH2Cl2/Me0H, 9/1). 1H-NMR (400 MHz, CDCl3) delta (ppm): 7.19 (dd, J = 5.3, 1.9 Hz, IH), 7.29 (dd, J = 5.3, 1.9 Hz, IH), 5.71 (dd, J = 2.9, 1.6 Hz, IH), 5.66 (t, J = 1.7 Hz, IH), 4.36 (ddt, J = 11.9, 11.9, 7.1, 4.9 Hz, 2H), 3.73 (t, J = 4.9, 2H), 3.70 (t, J = 6.6 Hz, 2H), 3.64 (s, 6H), 3.60 (m, 2H), 2.49 (t, J= 6.6 Hz, 2H), 1.44 (s, 9H). LCQ MS(ESI+) m/z (%) 489.0 (50) [M+Na]+, 410.9 (50) [M-(CH3)2C=C]+

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, 186020-66-6, tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate.

Reference:
Patent; STICHTING VOOR DE TECHNISCHE WETENSCHAPPEN; STICHTING KATHOLIEKE UNIVERSITEIT NIJMEGEN; WO2008/75955; (2008); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 111-90-0, 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. 111-90-0, name is Diethylene Glycol Monoethyl Ether, molecular formula is C6H14O3, 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.

A. 3-(3-(2-(2-Ethoxyethoxy)ethoxy)-1,2,5-thiadiazol-4-yl)pyridine To a solution of 2-(2-ethoxyethoxy)ethanol (1.21 g, 9 mmol) and sodium hydride (310 mg, 9 mmol) in dry tetrahydrofuran was added a solution of 3-(3-chloro-1,2,5-thiadiazol-4-yl)pyridine (590 mg, 3 mmol) in dry tetrahydrofuran. The reaction mixture was stirred at room temperature for 2 h. Water was added and the mixture was extracted with ether. The ether phase was dried and evaporated to give the title compound.

According to the analysis of related databases, 111-90-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Muhlhauser; Mark A.; Shannon; Harlan E.; Thor; Karl B.; US5565475; (1996); 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 4720-29-0, name is 3-(Benzylamino)-1-propanol. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C10H15NO

(a) A solution of 7 g of 3-N-benzylamino-propanol in 40 ml of dimethylformamide is reacted analogously to the process described in Example (1a) with 1.9 g of a sodium hydride suspension (55% strength in paraffin oil), and then with 5.5 g of 6-chloro-nicotinic acid amide. The crude 6-(3-N-benzylamino-propyloxy)-nicotinic acid amide thus obtainable is reacted with 4.9 g of 1,2-epoxy-3-(2-methyl-phenoxy)propane; this gives 1-{N-benzyl-N-[3-(5-carbamoyl-2-pyridyloxy)-propyl]-amino}-3-(2-methyl-phenyloxy)-2-propanol, which is processed further without purification.

With the rapid development of chemical substances, we look forward to future research findings about 4720-29-0.

Reference:
Patent; Ciba-Geigy Corporation; US4027027; (1977); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 39895-56-2, 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.39895-56-2, name is (4-(Aminomethyl)phenyl)methanol, molecular formula is C8H11NO, molecular weight is 137.179, as common compound, the synthetic route is as follows.

Furthermore, 4-(4,6-dichloro-1,3,5-triazin-2-yl)morpholine (9a, Scheme 2; 0.588 g, 2.5 mmol),(4-(aminomethyl)phenyl)methanol (1 eq., 0.343 g, 2.5 mmol), and K2CO3 (1 eq., 0.343 g, 2.5 mmol)were combined in a flask. The solid material was dissolved in DMF (10 mL), and was stirred for 72 h atroom temperature (heated if necessary on the last day). Brine (100 mL) was added to the flask and theproduct was precipitated. The solid was filtered and dried overnight under high vacuum. The productwas purified using column chromatography (silica) with 50% ethyl acetate in hexanes as the eluent.White product (10b, Scheme 2) was produced (0.428 g, 1.28 mmol, 51%). 1H-NMR (300 MHz, CDCl3) delta 7.29 (m, 4H), 5.92 (s, 1H), 4.69 (s, 2H), 4.57 (d, J = 6.1 Hz, 2H), 3.79 (m, 4H), 3.69 (t, J = 4.6 Hz, 4H),1.88 (br s, 1H). 13C-NMR (101 MHz, DMSO-d6) delta 169.35, 168.74, 166.01, 165.66, 164.46, 164.32, 141.59,137.98, 137.93, 127.65, 127.30, 126.91, 126.87, 66.16, 63.15, 44.00, 43.95. Most 13C-NMR resonances showevidence of two conformers due to hindered rotation around the C-NHR bond.

The chemical industry reduces the impact on the environment during synthesis 39895-56-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Nelson, Ronald A; Schronce, Taylor; Huang, Yue; Albugami, Alanoud; Kulik, George; Welker, Mark E.; Molecules; vol. 23; 7; (2018);,
Alcohol – Wikipedia,
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Electric Literature of 722-92-9, 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.722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, molecular formula is C9H7F6NO, molecular weight is 259.15, as common compound, the synthetic route is as follows.

A mixture of 2-(4-amino-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol (1 eq.), DIAD(1.96 eq.), PPh3(polymer-bound, 2.36 eq) and MeOH (1.1 eq) in THF (100 mL)was stirred at reflux for 16 h. After filtration andconcentration, the crude was purified by flashchromatography (20percent EtOAc/CH2Cl2) to give the title compoundas a white solid. MS (ES+) : 274 (M+H)+. Calc’d forCioH9F6NO- 273.06.

The chemical industry reduces the impact on the environment during synthesis 722-92-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; AMGEN INC.; WO2006/12374; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

To a solution of compound 16 (1.20 g, 0.005 mol) and benzotriazol-1-yloxytris(di-methylamino)-phosphonium hexafluorophosphat (BOP) (2.90 g, 0.0065 mol) in 20 mL acetonitrile, 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) (1.1 mL, 0.0075 mol) was added and the solution became clear. When precipitated solid was formed, the solution of 1-(2,6-Dichloro-3-fluorophenyl)-ethan-1-ol (1.56 g, 0.0075 mol) and NaH (0.40 g, 60% dispersion in mineral oil) in 10 mL acetonitrile was added, and then stirred at room temperature overnight. The reaction mixture was poured into 100 mL H2O and extracted with EtOAc (30 mL * 3). The combined organic layer was dried over anhydrous Na2SO4, filtered, and concentrated. The crude product was purified by flash chromatography on silica gel eluting with petroleum ether:DCM:EtOAc (2:1:2) to give 17b (1.2 g, yield, 55%). 1H NMR (400 MHz, CDCl3) delta 8.23 (d, J = 2.0 Hz, 1H), 7.70 (dd, J = 2.4, 9.2 Hz, 1H), 7.35 (d, J = 8.8 Hz, 1H), 7.27 (dd, J = 5.2, 8.8 Hz, 1H), 7.05 (t, J = 8.4 Hz, 1H), 6.86 (q, J = 6.8 Hz, 1H), 4.99 (s, 2H), 1.91 (d, J = 6.9 Hz, 3H). ESI-MS m/z: 432.4 [M+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, 756520-66-8, 1-(2,6-Dichloro-3-fluorophenyl)ethanol.

Reference:
Article; Hou, Ju; Wan, Shanhe; Wang, Guangfa; Zhang, Tingting; Li, Zhonghuang; Tian, Yuanxin; Yu, Yonghuan; Wu, Xiaoyun; Zhang, Jiajie; European Journal of Medicinal Chemistry; vol. 118; (2016); p. 276 – 289;,
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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. 124-76-5, name is Isoborneol. A new synthetic method of this compound is introduced below., Quality Control of Isoborneol

Example 8 Preparation of 1-[((1S)-endo)-(-)-bornyloxy]-5-(2-propenyl)-2-oxabicyclo[3.3.0]octane [(18a), (18b)] 16.9 parts of ((1S)-endo)-(-)-borneol (10) was added to a solution prepared by adding 21.0 parts of 2-(2-acetoxyethyl)-2-(2-propenyl)cyclopentanone (21) and 2.5 parts of pyridinium paratoluene sulfonate to 173 parts of toluene at room temperature. The mixture was stirred for 10 hours at 110C. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane: diethyl ether = 40: 1) to obtain 25.9 parts of the target isomer mixture. The isomer mixture was developed by silica gel thin layer chromatography using a 2:1 mixture of n-hexane and toluene as a developing solution to confirm that the Rf values were 0.28 (Isomer 9) and 0.36 (Isomer 10) when developed for 44 mm.

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, 124-76-5, Isoborneol.

Reference:
Patent; Zeon Corporation; EP1535917; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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.4170-90-5, name is Mesitylmethanol, molecular formula is C10H14O, molecular weight is 150.2176, as common compound, the synthetic route is as follows.Formula: C10H14O

A mixture of 1.50 g (0.01 mol) of 2,4,6-trimethylbenzyl alcohol, 1.00 g (0.01 mol) of succinic acid anhydride, 3.25 g (0.01 mol) of cesium carbonate, and 100 ml of dioxane was stirred at reflux temperature for 4 hours. The reaction mixture was cooled to room temperature and then filtered to remove the solid cesium carbonate. The solvent was removed under reduced pressure. The crude product was purified by column chromatography on silica gel (acetone-hexane) to provide 1.167 g of succinic acid mono-(2,4,6-trimethylbenzyl) ester (46.62%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4170-90-5, Mesitylmethanol, and friends who are interested can also refer to it.

Reference:
Patent; SONUS PHARMACEUTICALS, INC.; US2007/142331; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 3597-91-9, 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. 3597-91-9, name is [1,1′-Biphenyl]-4-ylmethanol, molecular formula is C13H12O, 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.

Carbon tetrabromide (8.99 g, 27.1 mmol) and triphenyl phosphine (7.11 g, 27.1 mmol) wereadded to a stirred solution of biphenyl-4-yl methanol (5.00 g, 27.1 mmol) indichloromethane (100 ml_) at room temperature. Stirring was continued at room temperaturefor 1.5 hours then the solvent removed by evaporation under reduced pressure. Theresidue was purified by column chromatography on silica gel (1:20 diethyl ether:cyclohexane) to give the title compound (6.37g, 95%) as a white solid. 1H NMR (400 MHz:CDCI3): 7.6 (4 H), 7.45 (4 H), 7.35 (1 H), 4.55 (2 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 3597-91-9, [1,1′-Biphenyl]-4-ylmethanol.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/110974; (2004); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts