Tag: M.W=100-200

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. 29908-11-0, name is (1,4-Dioxan-2-yl)methanol, the common compound, a new synthetic route is introduced below. Formula: C5H10O3

[0284] An oven dried multineck round bottom flask equipped with a condenser and an inlet septum under N2 is loaded with NaH (1.25 equiv., 60% in mineral oil) and dry THF (2.67 mL/mmol). An alcohol (1.2 equiv.) is added dropwise and the resulting mixture is stirred at room temperature for 20 min and subsequently heated at 50 C for 20 min. Then 4-chloro-6,7-dihydrobenzo[a]quinolizin-2-one derivative is added (1.0 equiv.) as a dry solid to the alkoxide mixture (any material that can not be transferred as such is dissolved in dry THF (1.3 mL/mmol) and added to the mixture). The mixture is briefly purged with N2 and heated at 70 C until all starting material is consumed. The mixture is cooled down to room temperature and quenched with saturated aq. NaHCO3. The mixture is then concentrated in vacuo and partitioned between DCM and brine. The aqueous layer is extracted once with DCM and combined organics are dried over Na2SO4 and concentrated to dryness. The crude product is dissolved in MeCN and refluxed for 15 min. The mixture is cooled down to room temperature and the precipitate is separated by filtration. The precipitate is discarded and the filtrate is washed with pentane. The MeCN phase is concentrated to dryness affording the desired product.

The synthetic route of 29908-11-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS NV; MENET, Christel, Jeanne, Marie; DOYON, Julien, Georges, Pierre-Olivier; CLAES, Pieter, Isabelle, Roger; ALLART, Brigitte; DE WACHTER, Maxim, Maria, Paul; TRICARICO, Giovanni, Alessandro; (168 pag.)WO2016/169911; (2016); A1;,
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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. 100-37-8, name is 2-(Diethylamino)ethanol. A new synthetic method of this compound is introduced below., Recommanded Product: 2-(Diethylamino)ethanol

General procedure: 1-(2,3-Dihydro-1,4-benzodioxin-6-yl)cyclopentane-1-carboxylate hydrochlorides 7a-7f were synthesized as described above for 6a-6e from 7 mmol of amino alcohol 5a-5f and 1.87 g (7 mmol) of acid chloride 3 in the presence of 0.7 g (7 mmol) of triethylamine. A solution of 1.3 g (5 mmol) of acid chloride 3 in 30 mL of anhydrous benzene was added with shaking to a mixture of 5 mmol of diamine 4a-4e and 0.5 g (5 mmol) of triethylamine in 50 mL of anhydrous benzene. The mixture was left to stand for 2 h at room temperature and was then refluxed for 10 h. After cooling, the mixture was treated with 3 mL of 15% aqueous sodium hydroxide with shaking, and the organic layer was separated, washed with water until neutral reaction, and dried. The solvent was distilled off, the residue was dissolved in diethyl ether, and a solution of dry HCl in diethyl ether was added. The precipitate was filtered off and recrystallized from ethanol.

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, 100-37-8, 2-(Diethylamino)ethanol.

Reference:
Article; Arustamyan, Zh. S.; Markaryan; Aghekyan; Nazaryan; Hakobyan; Paronikyan; Minasyan; Russian Journal of Organic Chemistry; vol. 55; 6; (2019); p. 796 – 799; Zh. Org. Khim.; vol. 55; 6; (2019); p. 896 – 900,5;,
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Synthetic Route of 303043-91-6, 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.303043-91-6, name is 3-Fluoro-2-methoxybenzenemethanol, molecular formula is C8H9FO2, molecular weight is 156.1543, as common compound, the synthetic route is as follows.

a 1-(Chloromethyl)-3-fluoro-2-methoxy-benzene A solution of 3-fluoro-2-methoxy-benzenemethanol (WO 20000419) (0.50 g) and thionyl chloride (0.47 ml) in dichloromethane (30 ml) was stirred for 2 hours then concentrated in-vacuo to give the subtitled compound, which was used directly in the next step.

The chemical industry reduces the impact on the environment during synthesis 303043-91-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bonnert, Roger; Gardiner, Stewart; Hunt, Fraser; Walters, Iain; US2003/55250; (2003); A1;,
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Reference of 583-03-9, 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.583-03-9, name is 1-Phenylpentan-1-ol, molecular formula is C11H16O, molecular weight is 164.24, as common compound, the synthetic route is as follows.

At room temperature, in a 50 ml round-bottom flask is sequentially added in the 1 – benzene amyl alcohol (0.164 g, 1 mmol), benzoic acid (0.183g, 1.5 mmol), NBS (0.356g, 2 mmol) and 1, 4 – dioxane (2 ml). In the 60 C stirring 1 hour, then adding DBU (0.304 g, 2 mmol), continue to reaction 4 hours (TLC detection reaction). Then, stopping the reaction, concentrated under reduced pressure, to obtain crude product. Finally petroleum ether and ethyl acetate mixed eluent flushing, rapid column chromatography (silica gel column) to obtain the corresponding product alpha – acyloxy ketone compound (yellow liquid 0.260g, yield 92%).

The chemical industry reduces the impact on the environment during synthesis 583-03-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Qufu Normal University; Wang, Hua; Wei, Wei; Zhu, Minghui; Cui, Huanhuan; (19 pag.)CN106518663; (2017); A;,
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Adding a certain compound to certain chemical reactions, such as: 62037-46-1, 1-Amino-3-chloropropan-2-ol hydrochloride, 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, 62037-46-1, blongs to alcohols-buliding-blocks compound. Computed Properties of C3H9Cl2NO

The reaction flask was charged with 116.8 g of compound II (0.80 mol)191.8 g of Boc2O (0.88 mol) and 1500 ml of methanol, stirred,And 1200 ml of an aqueous solution containing 80.6 g of sodium hydrogencarbonate (0.96 mol)And then reacted at room temperature for 3 hours. After the reaction was complete, the methanol was removed by concentration,The residue was extracted with 2000 ml of methylene chloride and the dichloromethane layer was washed with water,And finally dried over anhydrous sodium sulfate; filtered, the filtrate was concentrated to dryness,174.3 g of an oil was obtained, and 1200 ml of petroleum ether was added to the oil to freeze the crystals,The filter cake was washed with petroleum ether to give 161.7 g of the white solid, compound III; mp 48-51 C, molar yield: 96.71% (calculated as compound II).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62037-46-1, its application will become more common.

Reference:
Patent; Changzhou Ruibo Biological Technology Co., Ltd.; Wei Feng; Wu Zongquan; Ge Erpeng; (12 pag.)CN104292222; (2017); B;,
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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. 13674-16-3, name is Methyl 2-hydroxy-3-phenylpropanoate, molecular formula is C10H12O3, 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. Recommanded Product: Methyl 2-hydroxy-3-phenylpropanoate

EXAMPLE 17 (R)-2-[2,6-Dibromo-4-(dibenzothiophen-1-yl)-phenoxy]-3-phenyl-propionic acid methyl ester Diethylazodicarboxylate (DEAD, 0.077 mL, 1.15 mmol) was added to a stirred, room temperature suspension of 2,6-Dibromo-4-(dibenzothiophen-1-yl)-phenol (0.250 g, 0.576 mmol), (S)-2-hydroxy-3-phenylpropionic acid, methyl ester (0.208 g, 1.15 mmol), triphenylphosphine (0.302 g, 1.15 mmol) in benzene (3 mL) under a dry nitrogen atmosphere. Dissolution occurred and the solution was heated in an 80 C. oil bath for 16 h. More diethylazodicarboxylate (DEAD, 0.039 mL, 0.576 mmol), (S)-2-hydroxy-3-phenylpropionic acid, methyl ester (0.104 g, 0.576 mmol) and triphenylphosphine (0.151 g, 0.576 mmol) were added and the solution was stirred an additional 4 h. Upon cooling to room temperature, the reaction mixture was diluted with ether and silica gel was added. The reaction mixture was concentrated and the silica adsorbate was flash chromatographed (98:2 petroleum ether:ethyl acetate) to provide the title compound as a white solid (0. 293 g, 85%): NMR (CDCl3): delta 7.89 (dd, J=8, 1 Hz, 1H), 7.85 (ddd., J=8, 1, 1 Hz, 1H), 7.64 (d, J=2 Hz, 1H), 7.63 (d, J=2 Hz, 1H), 7.47 (dd, J=9, 8 Hz, 2H), 7.41-7.17 (m, 8H), 5.13 (dd, J=8, 6 Hz, 1H), 3.71 (s, 3H), 3.55 (dd, J=7, 4 Hz, 1H), 3.53 (dd, J=8, 4 Hz, 1H); MS (EI): [M+], 2 bromine isotope pattern, 594 (20%), 596 (40%) 598 (25%); Anal. Calc. for C28H20Br2O3S: C, 56.39, H, 3.38, N, 0.00. Found: C, 56.27, H, 3.21, N, 0.09.

With the rapid development of chemical substances, we look forward to future research findings about 13674-16-3.

Reference:
Patent; American Home Products Corporation; US6001867; (1999); A;,
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Adding a certain compound to certain chemical reactions, such as: 10488-69-4, Ethyl 4-chloro-3-hydroxybutanoate, 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, 10488-69-4, blongs to alcohols-buliding-blocks compound. Formula: C6H11ClO3

Preparation of (S) 6-chloro-5~hydroxy-N,N-diisopropyl-3-oxo hexanamide(Formula-12a) N-N-diisopropylacetamide (70 grams) added to a solution of 3500 ml of 1 molarLiHMDS solution, 650 ml of tetrahydrofuran at -50 to -700C. Stirred the reaction mixture for 25 minutes at -70 to -750C. Added 185 gram of ethyl-4-chloro-3 -hydroxy butanoate at -73 to -75¡ãC. Stirred the reaction for 1 hour at -48 to -45¡ãC. Quenched the reaction mixture with chilled water followed by hydrochloric acid solution. Separated the organic and inorganic phases. Washed the organic layer with 10percent sodium bicarbonate solution. Dried the organic layer using sodium sulfate and distilled the solvent completely under reduced pressure. Purified the residue in petroleum ether to get the title compound of formula- 12. Yield: 240 grams

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10488-69-4, its application will become more common.

Reference:
Patent; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; SAHADEVA REDDY, Maramreddy; WO2008/44243; (2008); A2;,
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Reference of 27489-62-9, 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. 27489-62-9, name is trans-4-Aminocyclohexanol, molecular formula is C6H13NO, 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-(4,6-dichloropyrimidin-5-yl)acetaldehyde (5.0 g, 26.3 mmol) and (1 R.4R)- 4-aminocyclohexanol (3.0 g, 26.3 mmol) in EtOH (66 mL) was added DIEA (5.5 mL, 31.6 mmol). The reaction was heated at 80C overnight. The reaction mixture was cooled to room temperature, concentrated in vacuo, and purified by silica gel flash column chromatography (MeOH/ DCM: 0-10 %) to afford the title compound. MS m/z 252.0 (M + H+) (Method M).

According to the analysis of related databases, 27489-62-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; IRM LLC; CHEN, Bei; FAIRHURST, Robin, Alec; FLOERSHEIMER, Andreas; FURET, Pascal; GUAGNANO, Vito; JIANG, Songchun; LU, Wenshuo; MARSILJE, Thomas, H.; MCCARTHY, Clive; MICHELLYS, Pierre-Yves; STAUFFER, Frederic; STUTZ, Stefan; VAUPEL, Andrea; WO2011/29915; (2011); A1;,
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Application of 3637-61-4, 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. 3637-61-4, name is Cyclopentanemethanol. A new synthetic method of this compound is introduced below.

To a suspension of NaH (61 mg, 1.5 mmol) in THF (3 mL) at 0C was added CpMeOH (0.16 mL, 1.5 mmol). After 30 min at 0C, 6-(6-bromopyridin-2-yl)-3-((2- chlorophenyl)thio)-6-(thiophen-3-yl)piperidine-2,4-dione (150 mg, 0.30 mmol) was added and the reaction mixture was stirred for 18 hr at reflux. The reaction was stopped by the addition of water (10 mL) and HC1 1 M (3 mL). The aqueous phase was extracted with ethyl acetate (3 x 10 mL) and the combined organic phases were dried over Na2S04, filtered and concentrated under reduced pressure. The crude material was purified by flash column chromatography (silica gel, eluent: heptane/ethyl acetate: 8/2 to 7/3 to 1/1) to give 3-((2-chlorophenyl)thio)-6-(6- (cyclopentylmethoxy)pyridin-2-yl)-6-(thiophen-3-yl)piperidine-2,4-dione in 62 % yield. 1H NMR (400 MHz, MeOH-d4): delta = 7.70 (t, J = 7.8 Hz, 1H), 7.43 (dd, J = 5.0, 3.0 Hz, 1 H), 7.28 (br s, 1 H), 7.22 (d, J= 7.9 HZ, 1 H), 7.15-7.12 (m, 2H), 6.94 (t, J= 7.8 Hz, 1 H), 6.77-6.73 (m, 2H), 5.98 (d, J= 8.0 Hz, 1H), 4.22 (m, 2H9, 3.91 (d, J= 16.4 Hz, 1 H), 3.45 (d, J= 16.4 Hz, 1H), 3.45 (s, 1H), 2.35-2.28 (m, 1H), 1.82-1.73 (m, 2H), 1.64-1.51 (m, 4H), 1.38-1.30 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3637-61-4, Cyclopentanemethanol, and friends who are interested can also refer to it.

Reference:
Patent; ARCTIC PHARMA AS; GOLDING, Louise; KLAVENESS, Jo; SIENG, Bora; LUNDVALL, Steffi; B?EN, Claudia Alejandra; HNIDA, Kathrin; (128 pag.)WO2018/211277; (2018); A1;,
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Application of 111-45-5 ,Some common heterocyclic compound, 111-45-5, molecular formula is C5H10O2, 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: The designated donor (i.e. 19, 0.025 mmol) and the acceptor (2-2.5eq.) were dissolved in dry DCM (2-3 mL) under N2 in presence of freshly activated 4 A molecular sieves. The mixture was stirred for 1-1.5 h at rt and then cooled to -20 C. TMSOTf (0.5-1.0 eq.~10muL neat, or as a solution of 50 muL dissolved in 0.5 mL DCM) was added to the reaction and the mixture was allowed to warm to rt over a period of 2h. Upon completion, as monitored by TLC, the reaction was neutralized by adding TEA (50 muL) and filtered. The solvent was removed under reduced pressure and the crude material was purified by column chromatography using 4:1 Hex:EtOAc as eluent to obtain the product glycosides

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. 111-45-5, 2-(Allyloxy)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Saha, Jaideep; Peczuh, Mark W.; Tetrahedron Letters; vol. 53; 42; (2012); p. 5667 – 5670;,
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