Month: March 2022

Reference of 626-95-9, 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 626-95-9, name is 1,4-Pentanediol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: In a typical experiment, a round bottom flask containing 4-6mL of acetonitrile/water mixture (1:1) was charged with 0.5-1.0mmol of the diol, 5mol% of TetMe-IA, and oxone (2equiv). The resulting mixture was stirred at rt for benzylic diols and at 45C for aliphatic diols. At the end of the reaction, as judged from TLC analysis, little water was added to dissolve the inorganic salts, and the organic matter was extracted with EtOAc at least two times. The combined extract was dried over anhydrous Na2SO4, concentrated in vacuo to obtain the crude product, which was subjected to silica-gel column chromatography using ethyl acetate/pet ether to isolate the pure product.

According to the analysis of related databases, 626-95-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jhulki, Samik; Seth, Saona; Mondal, Manas; Moorthy, Jarugu Narasimha; Tetrahedron; vol. 70; 13; (2014); p. 2286 – 2293;,
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Reference of 14426-21-2, 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. 14426-21-2, name is Diethanolamine hydrochloride, molecular formula is C4H12ClNO2, 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 stirring solution of 57 (500 mg, 3.33 mmol) in DCM (100 mL) was added CSI (290 tL, 471 mg, 3.33 mmol). After 20 mi Et3N (1.4 mL, 1.0 g, 10 mmol) and a solution of diethanolamine.HC1 (571 mg, 4.0 mmol) in DMF (5 mL) were added subsequently. After an additional 45 mm., the reaction mixture was concentrated under reduced pressure and the residue was purified by gradient column chromatography (0 -* 15% MeOH in DCM).Product 66 was obtained as colorless thick oil (767 mg, 2.13 mmol, 64%). ?H NIVIR (400IVIFIz, CDC13) (ppm) 4.26 (d, J= 8.2 Hz, 2H), 3.87 (t, J= 4.9 Hz, 4H), 3.55 (t, J = 4.9Hz, 4H), 2.37-2.16 (m, 6H), 1.65-1.45 (m, 2H), 1.39 (quintet, J = 8.6 Hz, 1H), 1.05-0.92 (m, 2H)

According to the analysis of related databases, 14426-21-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNAFFIX B.V.; VERKADE, Jorge Merijn Mathieu; WIJDEVEN, Maria Antonia; VAN DE SANDE, Petrus Josephus Jacobus Maria; VAN BERKEL, Sander Sebastiaan; VAN DELFT, Floris Louis; (150 pag.)WO2016/53107; (2016); A1;,
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Synthetic Route of 15963-47-0 , The common heterocyclic compound, 15963-47-0, name is (3-Chlorocyclobutyl)methanol, molecular formula is C5H9ClO, 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) [[(3-Chlorocyclobutyl)methoxy]methyl]benzene A mixture of 3-chlorocyclobutanemethanol (17.3 g, 0.143 mole) and benzylbromide (29.96 g, 0.1576 mole) in dry dimethylformamide (123 ml) was stirred at room temperature under an argon atmosphere and a 60% suspension of sodium hydride (6.31 g) was added. The reaction was stirred at ambient temperature for 22.5 hours. The reaction mixture was poured into 600 ml of water and the aqueous mixture extracted with ethyl acetate (4*500 ml). The ethyl acetate extracts were combined and dried over anhydrous sodium sulfate and the ethyl acetate evaporated in vacuo yielding the crude product as a yellow oil. The material was purified on a 2-liter Merck silica gel column eluding with 3 liters of hexane, followed by 5% ethyl acetate/hexane. The fractions containing the desired product were combined and the volatiles evaporated in vacuo yielding 28.6 g of the title compound as a pale yellow oil.

The synthetic route of 15963-47-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. R. Squibb & Sons, Inc.; US4855466; (1989); A;,
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Application of 81156-68-5, Adding some certain compound to certain chemical reactions, such as: 81156-68-5, name is 2,4-Dichlorophenethyl alcohol,molecular formula is C8H8Cl2O, 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 81156-68-5.

(ii) 5-[2-(2,4-Dichloro-Phenyl)-Ethoxy]-1-Oxy-Nicotinic Acid Methyl Ester 1.4 g of diphenyl-2-pyridylphosphine and 600 mg 5-Hydroxy-1-oxy-nicotinic acid methyl ester and 0.5 ml 2-(2,4-dichlorophenyl)-ethanol were dissolved in 16 ml of anhydrous THF. The solution was cooled to 0-10 C. and a solution of 1.22 g di-tert-butyl azodicarboxylate in 1 ml anhydrous THF was added dropwise over 20 min. The reaction was warmed to RT and stirred over night. After addition of 14 ml saturated methanolic HCl the reaction mixture was stirred for 1 h and then the solvent was removed under reduced pressure. The residue was dissolved in CH2Cl2 and extracted with half-concentrated hydrochloric acid. The organic layer was evaporated and residue subjected to the subsequent reaction without further purification. Yield: 1.2 g

According to the analysis of related databases, 81156-68-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nazare, Marc; Will, David William; Peyman, Anuschirwan; Matter, Hans; Zoller, Gerhard; Gerlach, Uwe; US2002/198195; (2002); A1;,
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Electric Literature of 103694-68-4, Adding some certain compound to certain chemical reactions, such as: 103694-68-4, name is 2,2-Dimethyl-3-(m-tolyl)propan-1-ol,molecular formula is C12H18O, 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 103694-68-4.

5% Rh/C (450mg, 15% w/w) was charged into a 5OmL autoclave vessel containing a mixture of 2,2-dimethyl-3-(3-methylplienyl)propan-l-ol (6g, 34mmol) in water (17mL). The mixture was vigorously stirred under an hydrogen atmosphere (lOBar) at 600C for 6h. The reaction mixture was filtered and the filtrate was extracted with MTBE (25mL), dried over magnesium sulphate and concentrated. The resulting crude product was distilled with a bulb-to-bulb distillation (2.5mBar, 900C) to give 2,2-dimethyl-3-(3- methylcyclohexyl)propan-l-ol (5.1g, gc purity > 99%; yield 82%).Odour: aldehydic, fatty /greasy, floral.Analytical data:1H NMR (400 MHz, CHLOROFORM-d) ppm: 0.51-0.88 (m, 2H), 0.79-0.87 (m, 9H), 0.95-1.76 (m, 10H), 1.87 (br. s., IH), 3.25 (s, 2H).13C NMR (101 MHz, CHLOROFORM-^ ppm: 22.90 (q, 1C), 24.30 (q, 1C), 24.31 (t, 1C), 26.53 (d, 1C), 32.90 (d, 1C), 33.58 (t, 1C), 34.83 (t, 1C), 35.48 (t, 1C), 35.68 (s, 1C), 44.95 (t, 1C), 46.26 (t, 1C), 72.32 (t, 1C). EPO MS: Major isomer: m/z (relative intensity) (no M+), 153 (34), 137 (3), 111 (11), 97 (100), 83 (29), 69 (20), 55 (74), 41 (23).Minor isomer m/z (relative intensity): (no M+), 153 (33), 137 (6), 111 (11), 97 (100), 83 (30), 69 (23), 55 (79), 41 (25).

According to the analysis of related databases, 103694-68-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; QUEST INTERNATIONAL SERVICES B.V.; WO2008/53148; (2008); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 13651-14-4, Adding some certain compound to certain chemical reactions, such as: 13651-14-4, name is (2,3-Dimethylphenyl)methanol,molecular formula is C9H12O, 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 13651-14-4.

Compound M (0.040 g) obtained in Reference Example 13 and 2,3-dimethylbenzyl alcohol (0.11 g) were dissolved in tetrahydrofuran (0.50 mL). Triphenylphosphine (0.21 g) and diethyl azodicarboxylate (0.12 mL) were added thereto under ice-cooling, followed by stirring at room temperature for 12 hours. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel preparative thin layer chromatography (hexane:ethyl acetate_triethylamine=5:10:1) to give Compound 14 (0.016 g, 32%) as a pale yellow oily substance. [0315] 1H NMR (270 MHz, CDCl3) delta7.50-7.38 (2H, m), 7.30-6.94 (5H, m), 4.96 (1H, septet), 4.86-4.66 (2H, m), 3.88-3.50 (6H, m), 3.38-3.22 (2H, m), 2.52 (4H, m), 2.46-2.30 (2H, m), 2.29 (3H, s), 2.17 (3H, s), 1.68 (4H, m), 1.49 (2H, m), 1.07 (6H, d). [0316] MASS (m/e) 539 [(M+H)+]

According to the analysis of related databases, 13651-14-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; Kyowa Hakko Kogyo Co., Ltd.; US2003/225288; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 69393-72-2, 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. 69393-72-2, name is Benzo[d][1,3]dioxol-4-ol. A new synthetic method of this compound is introduced below.

PREPARATION 4 1-Benzyloxy-2,3-Methylenedioxybenzene (Compound of Formula (Va) where R=benzyl and Y=H A solution of 2,3-methylenedioxyphenol (17.45g) and benzyl bromide (27.5 mL) in dimethylformamide (200 ml) was treated with potassium carbonate (35 g), and the mixture was heated at 60 C. overnight. After cooling and filtering, the mixture was evaporated. The residue was dissolved in ethyl acetate and washed with 1 M hydrochloric acid. The organic extract was dried, filtered and evaporated to afford 1-benzyloxy-2,3-methylenedioxybenzene, mp 62-63 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69393-72-2, Benzo[d][1,3]dioxol-4-ol, and friends who are interested can also refer to it.

Reference:
Patent; Syntex (U.S.A.) Inc.; US4840965; (1989); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 29194-04-5, Adding some certain compound to certain chemical reactions, such as: 29194-04-5, name is 2-(Benzyl(methyl)amino)-1-phenylethanol,molecular formula is C16H19NO, 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 29194-04-5.

General procedure: A mixture of the substituted benzaldehyde (1.0mmol),finelyground sarcosine (0.13 g, 1.5 mmol),and paraformaldehyde (0.09g, 3.0 mmol)was refluxedin dry benzene (3.3 mL),with magnetic stirring and removal of formed water by means of a Dean-Starktrap, for 6-8h. The resulting solution was evaporated in vacuo to give the oily 5-aryl-3-methyloxazolidine 6. This was dissolved in toluene (1 mL)and quickly added to asolution of ArMgBr prepared from ArBr (1.5 mmol)and Mg (0.04g, 1.5 mmol)in THF (2mL)at 0 C with vigorous stirring. The mixture was left overnight at room temperature. Concentrated HCl (0.25 mL, 3.0 mmol)and toluene (3mL)were added with stirring to the cooled solution ( 5 C). The organic layer was decanted and the precipitate additionally washed with toluene and Et 2O. After basification with an excess of aq NH 3, extraction with CH 2Cl2 (2 2 mL),drying over Na 2SO4, and evaporation, the corresponding N-benzyl-b-hydroxyphenethylamine 7 was obtained. This was dissolved in CH 2Cl2 (2 mL)and treated dropwise with concd H2SO4 (2 mL)(96%-for 7a,b, 75%-for 7d,e) over 5min. After stirring for 2h, ice chips were added and the aq solution made basic with aq NaOH solution. The mixture was extracted with CH 2Cl2 (2 2 mL)and the combined organic extracts dried over anhydrous Na 2SO4, filteredthrough athin layer of silica gel and concentrated in vacuo. Amino alcohols 7c and 7f were cyclized using AlCl 3 in CH 2Cl2 (4.0 equiv, reflux,1.5 h)and polyphosphoric acid (1.1gof PPA- 1 mmol of 7f, 80-90 C, 1.5 h),respectively. The free bases were converted into hydrochloride salts with anhydrous ethereal HCl solution generated in situ from i-PrOH (1.3 equiv)and AcCl (1.1equiv).

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. 29194-04-5, 2-(Benzyl(methyl)amino)-1-phenylethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Moshkin, Vladimir S.; Sosnovskikh, Vyacheslav Ya.; Tetrahedron Letters; vol. 54; 21; (2013); p. 2699 – 2702;,
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. 666747-06-4, name is (2,4-Dibromophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C7H6Br2O

Under a nitrogen atmosphere, to a solution of 2,4-dibromobenzyl alcohol (40 g, 0.15 mol) and 2-methoxypropene(144 mL, 1.5 mol) in THF (300 mL) was added pyridinium p-toluenesulfonicacid (75 mg, 0.30 mmol) at 0 C, and the whole wasstirred for 1 h. The reaction mixture was poured into saturatedNaHCO3 at 0 C. The resulting mixture was extracted with toluene.The organic layer was washed with saturated NaCl, and dried overNa2SO4. The solvent was removed under reduced pressure to give 2as an oil quantitatively. The product was used in the next stepwithout further purification. 1HNMR(CDCl3) d 1.44 (6H, s), 3.22 (3H,s), 4.48 (2H, s), 7.42 (1H, d, J 8.0 Hz), 7.44 (1H, dd, J 1.5, 8.0 Hz),7.68 (1H, d, J 1.5 Hz); 13C NMR (CDCl3) d 24.82, 49.16, 62.26,101.01,121.32, 122.99, 129.94, 130.85, 134.90, 137.98; IR (KBr) 2989, 2941,1581, 1464, 1375, 1080, 1059, 814 cm1; HRMS (APPI) (m/z): Calcdfor C11H14Br2NaO [MNa] 358.9253, Found 358.9244.

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, 666747-06-4, (2,4-Dibromophenyl)methanol.

Reference:
Article; Murakata, Masatoshi; Ikeda, Takuma; Kimura, Nobuaki; Kawase, Akira; Nagase, Masahiro; Kimura, Masahiro; Maeda, Kenji; Honma, Akie; Shimizu, Hitoshi; Tetrahedron; vol. 73; 6; (2017); p. 655 – 660;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 18202-10-3, Dodec-11-yn-1-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, 18202-10-3, blongs to alcohols-buliding-blocks compound. Recommanded Product: 18202-10-3

tert-Butyldiphenylsilyl chloride (TBDPSC1, 8.70 g, 31.65 mmol) was slowly added to a 0C solution of dodec-11-yn-1-ol (4.80 g, 26.37 mmol) and imidazole (3.23 g, 47.47 mmol) in anhydrous dichloromethane (100 mL). After stirring at room temperature for 3 h, the reaction mixture was washed with water (75 mL), brine (50 mL), and concentrated under reduced pressure. The residue was purified by SiO2 column chromatography using 3% EtOAc/hexanes as eluent to give 12-(tert-butyldiphenylsilyloxy)dodec-1-yne (9.75 g, 88%) as a colorless oil. TLC: 6% EtOAc/hexanes, Rf ? 0.7; 1H NMR (CDCl3, 300 MHz) delta 7.65-7.68 (m, 4H), 7.34-7.42 (m, 6H), 3.65 (t, J = 7.3 Hz, 2H), 2.18 (dt, J = 7.0, 2.4 Hz, 2H), 1.94 (t, J = 1.9 Hz, 1H), 1.20-1.60 (m, 16H), 1.04 (s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18202-10-3, its application will become more common.

Reference:
Patent; Max-Delbrueck-Centrum fuer Molekulare Medizin (MDC); EP2208720; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts