Author: tianli

Electric Literature of 6995-79-5 ,Some common heterocyclic compound, 6995-79-5, molecular formula is C6H12O2, 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 (1 r,4r)-cyclohexane-1 ,4-diol (3 g, 25.8 mmol) and (0875) imidazole(2.64 g, 38.7 mmol) in DMF (30 mL) was added TBS-CI (4.28 g, 28.4 mmol) The mixture was stirred at rt for 3 day. The mixture was diluted with water (150 mL), extracted with DCM three times. The organic layers were combined, dried over magnesium sulfate, filtered and concentrated in vacuum (high vacuum at 70C to remove most DMF ) to afford a light oil. The residue was loaded purified by CombiFlash, eluted with methanol in DCM (0-5%, 30 min). Collected the desired fraction and concentrated in vacuum to afford the title compound (6 g, 80%) as colorless syrup. 1 H NMR (400 MHz, DMSO-d6) delta 3.72 – 3.35 (m, 2H), 1 .80 – 1 .58 (m, 4H), 1 .37 – 1 .06 (m, 4H), 0.82 (s, 9H), 0.00 (s, 6H).

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. 6995-79-5, trans-Cyclohexane-1,4-diol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; DU-CUNY, Lei; XIAO, Qitao; XUN, Guoliang; ZHENG, Qiangang; (204 pag.)WO2018/234978; (2018); A1;,
Alcohol – Wikipedia,
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Reference of 928-51-8, 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 928-51-8, name is 4-Chlorobutan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of DMSO (10ml) taken in a round bottom flask was added KOH (2equiv) and the solution was stirred at room temperature for 15min. The indole derivative 2 or 20 (1equiv) was then added and the mixture was further stirred for 1h, after which 4-chlorobutan-1-ol or 3-chloropropan-1-ol (1.5equiv) was added dropwise to the reaction mixture. The reaction was monitored by TLC to completion within 5h. The reaction mixture was then quenched by adding water and was extracted with ethyl acetate. Evaporation of the solvent under reduced pressure followed by column chromatography gave the required N-alkylated compounds, 3/13/21. 4.3.1 1-(4-Hydroxybutyl)-1H-indole-3-carbaldehyde (3) White solid (85%); mp 12 75-77 C.

According to the analysis of related databases, 928-51-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Naik, Prajakta N.; Khan, Ayesha; Kusurkar, Radhika S.; Tetrahedron; vol. 69; 50; (2013); p. 10733 – 10738;,
Alcohol – Wikipedia,
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Related Products of 4415-82-1 ,Some common heterocyclic compound, 4415-82-1, molecular formula is C5H10O, 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.

A solution of 11.1 ml (116.1 mmol) of oxalyl chloride in 50 ml of abs. dichloromethane was cooled to -78 C., and a solution of 16.5 ml (232.2 mmol) of DMSO in 50 ml of abs. dichloromethane was added dropwise, keeping the temperature below -50 C. After 5 min, a solution of 10.0 g (116.1 mmol) of cyclobutanemethanol in 20 ml of abs. dichloromethane was added dropwise. After a further 15 min of stirring at -78 C., 80.9 ml (580.5 mmol) of triethylamine were added. After 5 min, cooling was removed and the mixture was slowly warmed to RT, and the reaction mixture was then added to water. The mixture was saturated with sodium chloride and the separated organic phase was washed twice with saturated sodium chloride solution, three times with 1 N hydrochloric acid and three times with pH buffer solution, dried over sodium sulphate and concentrated under reduced pressure (500 mbar). This gave 6.28 g of cyclobutanecarbaldehyde as a crude product which was directly reacted further.

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. 4415-82-1, Cyclobutylmethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAHN, Michael; LAMPE, Thomas; STASCH, Johannes-Peter; SCHLEMMER, Karl-Heinz; WUNDER, Frank; LI, Volkhart Min-Jian; BECKER, Eva-Maria; STOLL, Friederike; KNORR, Andreas; WOLTERING, Elisabeth; US2013/79412; (2013); A1;,
Alcohol – Wikipedia,
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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. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, the common compound, a new synthetic route is introduced below. Formula: C9H7F6NO

Phenylacetyl chloride (940 mg, 6.10 mmol) was added to a solution of methyl 3- amino-2-thiophenecarboxylate (500 mg, 3.18 mmol) and triethylamine (640 mg, 6.30 mmol) in tetrahydrofuran (10 ml), and the resulting mixture was stirred at room temperature for 2 hours. At the end of this time, the reaction mixture was concentrated, and the residue was diluted with water and extracted with ethyl acetate. The organic layer was washed with a saturated sodium hydrogencarbonate solution, water and saturated aqueous sodium chloride solution successively, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue obtained was purified by preparative thin layer chromatography to yield pale yellow oil (290 mg, yield: 33percent). This product was dissolved in tetrahydrofuran (3 ml) and methanol (5 ml), and 10percent sodium hydroxide solution (5 ml) was added. The resulting mixture was stirred at room temperature for 36 hours. The reaction mixture was acidified with 1N-hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and concentrated in vacuo to yield a pale purple solid. This product and triphenyl phosphite (282 mg, 0.91 mmol) was dissolved in pyridine (5 ml), and the mixture was stirred at 100°C for 2 hours. 2- (4-AMINOPHENYL)-1, 1, 1, 3,3, 3-hexafluoro-2-propanol (235 mg, 0.91 mmol) was added to the reaction solution, and the mixture was further stirred at 120°C for 4 hours. At the end of this time, the reaction mixture was concentrated in vacuo, and the residue was diluted with water and extracted with ethyl acetate. The organic layer was washed with 1N-hydrochloric acid and saturated aqueous sodium chloride solution successively, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue obtained was purified by silica gel column chromatography to yield a pale yellow solid. This product was further purified by preparative thin layer chromatography to yield the title compound as a colorless powder (57 mg, yield: 13percent). mp 257-258°C. IR (KBR) : VMAX 3248, 3088, 1660, 1551, 1268,1213, 1187,937, 708 CRN 1. H-NMR (400MHZ, DMSO-d6) : 8 8.89, (1H, s), 7.68 (2H, d, J = 8.6 Hz), 7.61 (1H, d, J = 5.5 Hz), 7.39 (1H, d, J = 5.5 Hz), 7.33 (2H, d, J = 8.6 Hz), 7.19-7. 08 (3H, m), 6.75 (2H, d, J = 6.3 Hz), 3.82 (2H, s). FABMS (m/z): 485 ([M+H] +).

The synthetic route of 722-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANKYO COMPANY, LIMITED; X-CEPTOR THERAPEUTICS, INC.; WO2003/106435; (2003); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 929-06-6, 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. 929-06-6, name is 2-(2-Aminoethoxy)ethanol, molecular formula is C4H11NO2, 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 500mL three-necked flask were added compound BG04 3.7g (1. 0eq), (Boc)2O 15.5g (2.0 eq), a mixed solution of methanol:triethylamine (9:1) 200ml, stirred and warmed to reflux, and reacted for 1h. After the completion of the reaction under the monitor of TLC, methanol triethylamine was evaporated off, and dissolved in water. Dichloromethane was extracted for 3 times. The organic layers were combined and washed once with water, dried over anhydrous sodium sulfate, and concentrated to give 4.8g BG05 as an oil.

According to the analysis of related databases, 929-06-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bright Gene Bio-Medical Technology Co., Ltd.; YUAN, Jiandong; HUANG, Yangqing; SONG, Yunsong; YUAN, Fang; (69 pag.)EP3321279; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 149965-40-2, 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. 149965-40-2, name is (5-Bromo-2-chlorophenyl)methanol. A new synthetic method of this compound is introduced below.

Step 2: ((5 -bromo-2-chlorobenzyl)oxy)(tert-butyl)dimethylsilane A solution of (5 -bromo-2- chlorophenyl)methanol (3.80 g, 17.2 mmol), tert-butylchlorodimethylsilane (2.84 g, 18.9 mmol), and 1H-imidazole (2.34 g, 34.3 mmol) in DMF (30 mL) was maintained with stirring at 10 C for 16 hours. Then the reaction mixture was poured into diethyl ether (10 mL) and washed three times with 5% LiC1 (15 mL). The organic layer was separated, dried over sodium sulfate, filtered, taken toa residue under reduced pressure. The residue was purified by column chromatography (Si02, petroleum ether= 100%) to give the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,149965-40-2, (5-Bromo-2-chlorophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHEN, Helen; COLLETTI, Steven, L.; DEMONG, Duane; GUO, Yan; MILLER, Michael; NAIR, Anilkumar; PLUMMER, Christopher, W.; XIAO, Dong; YANG, De-Yi; (289 pag.)WO2016/22742; (2016); A1;,
Alcohol – Wikipedia,
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Related Products of 2615-15-8 ,Some common heterocyclic compound, 2615-15-8, molecular formula is C12H26O7, 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 hexaethylene glycol (2.99 g, 10.6 mmol) in CH2CI2 (1 0 mL) were successively added tosyl chloride (2.22 g, 1 1.6 mmol 1.1 equiv), silver (I) oxide (3.68 g5 15,9 mmol, 1.5 equiv) and potassium iodide (0.352 g, 0.212 mmol, 0.2 equiv) at 0C. The mixture (0297) FontWeight=”Bold” FontSize=”10″ Besenius, P.; Cormaek, PAS,,: Ludlow, S.F.; Otto, 5,; Sherrington, D.C Chem. Cam rt. 2:008, 24, 2809-2811. ;’ Svedhem, S.; Hollander, C.A.; Shi, Kortradsson, P.; Uedherg, 8.; Svensson, S.CT. J. Org, Chem. 2001, 68, 4494-4503. was stirred for 25 mia at this temperature, then filtered through a pad of Ceiite (m. I cm), which was then rinsed with methanol. Upon removing ail vol aides in vacuo, the residue was purified by flash chromatography (CH2Cl2/MeOH 1 : 0 to 9 : 1 ) to afford S4 (3.70 g, 8.48 mmol, 80%) as a colorless oil. The spectroscopic data of S4 matched well those reported in literature.4 *H NMR (CD?, 500 MHz): 7.79 (d, J ::: 7.9 Hz, 2H), 7.34 id, /-=== 7. Hz, 2H), 4.16 (t, J 4.7 Hz, 2H), 3.76-3.52 ( , 22H), 2.44 (s, 3H). MS (ESI) [M+Naf: m z 459.

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. 2615-15-8, 3,6,9,12,15-Pentaoxaheptadecane-1,17-diol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; YALE UNIVERSITY; MERCK SHARP & DOHME CORP.; SPIEGEL, David, A.; CHIRKIN, Egor; ROEMER, Terry; NANTERMET, Philippe; (89 pag.)WO2018/35424; (2018); A1;,
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Related Products of 109-83-1 ,Some common heterocyclic compound, 109-83-1, molecular formula is C3H9NO, 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.

1b); 1.69 g (21.1 mmol) N-methylaminoethanol (BASF) and 6.68 ml (47.9 mmol) triethylamine were dissolved in 100 ml dichloromethane. At 0 C., 4.50 g (19.2 mmol) product of 1a dissolved in 50 ml dichloromethane were added dropwise. The cooling was removed and the mixture was stirred for 1.5 hours at ambient temperature. The reaction mixture was then washed with 1 N hydrochloric acid and 5% sodium hydrogen carbonate solution. The organic phase was dried on sodium sulphate and evaporated to dryness.C12H19NO4S (273.35)[M+H]+=274TLC: silica gel, dichloromethane/ethanol 19:1, Rf value=0.43

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109-83-1, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/77231; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 39590-81-3, 1,1-Bis(Hydroxymethyl)cyclopropane, 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, Computed Properties of C5H10O2, blongs to alcohols-buliding-blocks compound. Computed Properties of C5H10O2

To a stirring solution of cyclopropane-l, l-diyldimethanol (2 g, 19.60 mmol) in dimethylformamide (30 mL) at 0 C, was added potassium tertiarybutoxide (1.095 g, 9.73 mmol) and stirred for 1 h. To this methyl iodide (5.5 g, 38.73 mmol) was added to the above reaction mixture and the resultant reaction mixture was stirred at 0 C for 45 min. The reaction mixture was diluted with water and extracted with ethylacetate (3 x). The combined ethyl acetate layer was washed with brine and dried over anhydrous sodium sulphate and concentrated under reduced pressure. Purification by column chromatography (silica gel, 0-30% ethyl acetate in pet ether) afforded 1- (methoxymethyl)cyclopropyl)methanol as a solid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,39590-81-3, 1,1-Bis(Hydroxymethyl)cyclopropane, and friends who are interested can also refer to it.

Reference:
Patent; LEO PHARMA A/S; NIELSEN, Simon Feldbaek; HORNEMAN, Anne Marie; LAU, Jesper Faergemann; LARSEN, Jens Christian H°jland; WO2011/134468; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 246232-73-5 ,Some common heterocyclic compound, 246232-73-5, molecular formula is C17H21NO2, 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.

Part II – Synthesis of 3-(tei”i-butyl-dimethyl-silanyloxy)-2-dibenzylamino-propan-l-ol [0317] 2-Dibenzylamino-propane-l ,3-diol (4.0 g, 15 mmol) and imidazole (1.8 g, 27 mmol) were combined in DMF (2.5 mL) and dichloromethane (100 mL). tert-Butyldimethylsilyl chloride (3.34 g, 22.1 mmol) was added and the reaction was stirred for one hour at room temperature. The reaction mixture was diluted with ethyl acetate and washed three times with water and brine, dried (Na2S04), concentrated, and purified by column chromatography (EtOAc/hexanes) to give 3-(tert-butyl-dimethyl-silanyloxy)-2-dibenzylamino-propan-l-ol. LCMS (ESI): calc. C23H35N02Si = 385; obs. M+H = 386.

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. 246232-73-5, 2-(Dibenzylamino)propane-1,3-diol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LYCERA CORPORATION; AICHER, Thomas; BARR, Kenneth; LAPOINTE, Blair; SIMOV, Vladimir; STEIN, Karin; THOMAS, William; TOOGOOD, Peter; VAN HUIS, Chad; WHITE, Catherine; WO2013/169704; (2013); A2;,
Alcohol – Wikipedia,
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