Month: May 2021

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. 10029-04-6, name is Ethyl 2-(hydroxymethyl)acrylate, the common compound, a new synthetic route is introduced below. Application In Synthesis of Ethyl 2-(hydroxymethyl)acrylate

To a stirred solution of 2-hydroxymethyl-acrylic acid ethyl ester (260 mg, 2 mmol) and imidazole (163 mg, 2.4 mmol) in dry DMF (5 ml) was added tert- butyldimethylsilyl chloride (362 mg, 2.4 mmol). The reaction mixture was stirred overnight and diluted with ether, washed with water three times and dried over MgSO4. Solvent was removed under reduced pressure to provide a crude product that was purified by column chromatography using a solution of ethyl acetate in hexanes (1:6) to obtain the title product (463 mg, 95%).

The synthetic route of 10029-04-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2007/70398; (2007); 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. 63478-76-2, name is 6-Heptyn-1-ol. A new synthetic method of this compound is introduced below., Quality Control of 6-Heptyn-1-ol

Following a reported procedure,9 hept-6-yn-1-ol (50) (5.00 g, 44.6 mmol, 1.00 equiv.) was dissolved intetrahydrofuran (150 mL) and the solution was cooled down at – 78 C. A cooled 2.5 M solution of nbutyllithiumin hexanes (nBuLi, 39.2 mL, 98.0 mmol, 2.20 equiv.) was added dropwise, followed by 4-(dimethylamino)pyridine (DMAP, 1.36 g, 11.1 mmol, 0.25 equiv.). After stirring for 1 hour at thistemperature, trimethylsilyl chloride (TMS-Cl, 20.4 mL, 156 mmol, 3.50 equiv.) was added dropwise. Themixture was then allowed to warm to room temperature. After 2 hours of stirring, the reaction wasquenched with a 1.0 N aqueous hydrochloric acid (50 mL) and vigorously stirred at room temperatureover 30 minutes. The mixture was then diluted with ethyl acetate (200 mL) and the layers wereseparated. The aqueous phase was extracted with additional portions of ethyl acetate (3 x 50 mL). Thecombined organic layers were collected, washed with a solution of saturated aqueous sodiumbicarbonate (100 mL), brine (50 mL), dried over magnesium sulfate, filtered and concentrated in vacuo.After purification by column chromatography (SiO2, Pentane:Ethyl acetate 4:1), 7-(trimethylsilyl)hept-6-yn-1-ol (51) (6.58 g, 35.7 mmol, 80% yield) was obtained as a colorless oil.

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, 63478-76-2, 6-Heptyn-1-ol.

Reference:
Article; Tessier, Romain; Ceballos, Javier; Guidotti, Nora; Simonet-Davin, Raphael; Fierz, Beat; Waser, Jerome; Chem; vol. 5; 8; (2019); p. 2243 – 2263;,
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Reference of 124-68-5, 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 124-68-5 as follows.

1) N-Benzyl-2-amino-2-methyl-1-propanol A solution of 2-amino-2-methyl-1-propanol (10.0 g), benzaldehyde (11.98 mL) and p-toluenesulfonic acid (10 mg) in benzene (300mL) was heated to reflux for 4 hours using a Dean-Stark dehydrating apparatus. After air cooling, the reaction solvent was evaporated under reduced pressure, and a residue thus obtained was dissolved in methanol (200 mL). Under ice cooling, sodium cyanoborohydride (8. 89 g) was added to the solution, and the mixture was stirred for 1. 5 hours. The reaction solvent was evaporated under reduced pressure, then a saturated aqueous solution of sodium hydrogen carbonate and ethyl acetate were added to the residue thus obtained, and the resultant mixture was partitioned. The organic layer was washed with saturated brine, and then was dried over anhydrous magnesium sulfate. After separating the organic layer by filtration, the solvent was evaporated under reduced pressure, and a residue thus obtained was purified by silica gel column chromatography (dichloromethane-methanol-aqueous ammonia), to obtain N-benzyl-2-amino-2-methyl-1-propanol (10. 36 g, 52%) as a solid. 1H-NMR (400MHz, CDCl3) delta: 1.15 (6H, s), 1.86 (2H, br s), 3.35 (2H, s), 3.68 (2H, s), 7.30 (5H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,124-68-5, its application will become more common.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1803719; (2007); A1;,
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Reference of 2807-30-9, Adding some certain compound to certain chemical reactions, such as: 2807-30-9, name is 2-Propoxyethanol,molecular formula is C5H12O2, 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 2807-30-9.

Diisopropyl azodicarboxylate (14.2mL, 70MMOL) was added to an ice-cooled solution OF 4-NITRO-1 H-PYRAZOLE-3, 5-DICARBOXYLIC acid dimethyl ester (EP 1241170, prep 10) (15g, 60MMOL), 2-propoxyethanol (8.2mL, 70MMOL) and TRIPHENYLPHOSPHINE (18. 9g, 70MMOL) in tetrahydrofuran (150ML), and the reaction stirred at 0C for 2.5 hours, then allowed to stir at room temperature for a further 18 hours. The reaction was concentrated in vacuo and the residue purified by column chromatography on silica gel using ethyl acetate: pentane as eluant, and then re-columned using DICHLOROMETHANE as eluant to afford the title compound as a solid, 14g. 1H NMR (CD30D, 400MHZ) 5 : 0.82 (t, 3H), 1.47 (m, 2H), 3.34 (t, 2H), 3.78 (t, 2H), 3.91 (s, 6H), 4.76 (t, 2H). LRMS: m/z APCI+ 316 [MH] +

According to the analysis of related databases, 2807-30-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/96810; (2004); A1;,
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Synthetic Route of 26021-57-8, Adding some certain compound to certain chemical reactions, such as: 26021-57-8, name is 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol,molecular formula is C8H9NO2, 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 26021-57-8.

1-(6-hydroxy-2,3-dihydro-4H-benzo[b][1,4]oxazin-4-yl)ethan-1 -one (72). Compound 54 (1 g, 6.62 mmol) was suspended in 10 mL Dl water, to which Acetic anhydride (2.5 mL, 26.46 mmol) was added dropwise. The reaction mixture was placed in an ultrasonication bath for 1 min, then was stirred in a water bath (50 C) for 10 min. The resulting solution was stirred overnight at rt. After which, the solid was collected via vacuum filtration and washed with small portions of Dl water. The product was left in the funnel and air dried overnight to afford compound 72 (1.21 g, 95%) as a white solid, which was used for the next step without further purification.

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. 26021-57-8, 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; OREGON HEALTH & SCIENCE UNIVERSITY; OREGON STATE UNIVERSITY; GIBBS, Summer L.; BARTH, Connor W.; ALANI, Wathah G.; SHAH, Vidhiben; WANG, Lei; (167 pag.)WO2020/33435; (2020); A1;,
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Application of 768-95-6, 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 768-95-6 as follows.

In a four necked round bottom flask, triphosgene (9.75 g, 32.8 mmol) was dissolved in toluene (140 mL) under argon atmosphere. After cooling to 0C, pyridine (8.5 mL, 105 mmol) was added dropwise during lh and the resulting suspension stirred for further lh at 0C. 1-Adamantanol (10.0 g, 65.7 mmol) was added portion-wise. After stirring at rt for 24h, the solid was filtered-off and the solvent removed under vacuum to yield the title compound (12.3 g, 88%) as yellowish oil, which was used in the next step without further purification. FTIR (cm-1): 2913, 2854, 1780, 1455, 1354, 1152, 1038, 957, 835, 802.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,768-95-6, its application will become more common.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; IIT – ISTITUTO ITALIANO DI TECNOLOGIA; UNIVERSITY DEGLI STUDI DI URBINO; UNIVERSITA DEGLI STUDI DI PARMA; PIOMELLI, Daniele; BANDIERA, Tiziano; MOR, Marco; TARZIA, Giorgio; BERTOZZI, Fabio; PONZANO, Stefano; WO2013/78430; (2013); A1;,
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. 100-37-8, name is 2-(Diethylamino)ethanol. This compound has unique chemical properties. The synthetic route is as follows. name: 2-(Diethylamino)ethanol

diethylaminoethanol 11.7 g (0.1 mol) was dissolved in 10% sodium bicarbonate (200ml) and acetone (100ml). 2-(6-methoxy-2-naphthyl)propionyl chloride 24.9g (0.1mol) was added to the reaction mixture. The mixture is stirred for 3 hours at room temperature. The solvent is evaporated. The residue is suspended in ethyl acetate (500ml). 5% sodium bicarbonate (200ml) is added to the reaction mixture while stirring. The ethyl acetate layer was collected, washed with water (3 × 500ml). The resulting ethyl acetate solution was dried over anhydrous sodium sulfate. the sodium sulfate was removed by filtration. With stirring, acetic acid 6g was added to the reaction mixture. The organic solution was evaporated. After drying, the desired product 36g (89.9%) was obtained.

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:
Patent; Techfields Biochem Company Limited; Yu, Chauncy; Shu, Rina; (52 pag.)JP2016/130241; (2016); A;,
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Application of 1124-63-6, 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. 1124-63-6, name is 3-Cyclohexylpropan-1-ol, molecular formula is C9H18O, 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.

10 g of Fmoc-TentaGel-S-RAM resin (0.25 mmol/g, 2.5 mmol) was treated with 25% PIP in DMF for 30 min. The resin was washed with DMF (2x) , MeOH (2x) and DMF (2x) and subsequently acylated with Fmoc-gamma-Abu-OH/DIC/HOBt (3 eq) in DMF. The completeness of the reaction was assessed with Kaiser’s ninhydrine test. The Fmoc group was removed followed by resin washing as described above . The o-NBS group was introduced by treatment with o-NBS-Cl (4 eq) /collidine (6 eq) in DCM for 1 h at rt . The resin was then suspended in dry DME (15 ml) and 3- cyclohexyl-1-propanol (3.8 ml, 25 mmol, 10 eq) was added. The TPP/DIAD complex was preformed at 00C by dissolving TPP (6.55 g, 25 mmol, 10 eq) in dry DME (30 ml) and adding DIAD (4.92 ml, 25 mmol, 10 eq) . The complex was then added to the suspension and the reaction was carried out overnight. An aliquot of the resin was cleaved and analysed by HPLC (column: Vydac C18, 5mu, 250 x 4.6 mm; solvents: A-O.1% TFA (aq) , B-80% CH3CN/0.1% TFA (aq) ; a linear gradient of B was used) . The content of the non-alkylated substrate was below 2%. The o-NBS group was subsequently removed by treatment with 1 M 2-mercaptoethanol/DBU in DMF (25 ml) for 1 h (2x) . The resin was then treated with PhNCO (10.9 ml, 25 mmol, 10 eq) in DMF for 4 h. The completeness of the reaction was confirmed by a negative chloranil test. The compound was cleaved from the resin by treatment with TFA/TIS/H2O 96/2/2 (100 ml) for 1.5 h at rt . The resin was filtered off and the solvents were evaporated. The crude product was purified by preparative HPLC. The fractions containing the pure compound were combined and lyophilised. The obtained product was treated with isopropyl ether, whereby crystalline compound was provided. Yield: 442.8 mg (51%, 1.28 mmol); Mp. 104- 1060C; MS (ion spray): [M + H]+ expected 346.2, observed 346.2; 1H NMR (500 MHz, CDCl3) data was consistent with the structure of compound 17.

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 1124-63-6, 3-Cyclohexylpropan-1-ol.

Reference:
Patent; FERRING B.V.; WO2006/116399; (2006); A2;,
Alcohol – Wikipedia,
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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.3597-91-9, name is [1,1′-Biphenyl]-4-ylmethanol, molecular formula is C13H12O, molecular weight is 184.23, as common compound, the synthetic route is as follows.Application In Synthesis of [1,1′-Biphenyl]-4-ylmethanol

General procedure: To a flask that was charged with the benzyl alcohol (10 mmol), triethylamine (20 mmol) in THF (25 mL) cooled at 0 C, was added mesyl chloride (20 mmol) in THF (50 mL) over half an hour. Then the mixture was allowed to stir at room temperature for about 20-30 min. Cold water was added to the mixture, then the mixture was extracted with diethyl ether (125 mLx1). Triethylamine (5 mol) was added into the crude product solution to remove the unreacted mesyl chloride. Then the solution was washed with saturated aqueous NaHCO3 (10 mL), cold water (25 mL) and brine (25 mL). The solution was dried over anhydrous Na2SO4. Removal of the solvent under reduced pressure gave the benzyl mesylate products, which are used in the coupling reaction without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3597-91-9, [1,1′-Biphenyl]-4-ylmethanol, and friends who are interested can also refer to it.

Reference:
Article; Wu, Guojiao; Xu, Shuai; Deng, Yifan; Wu, Chaoqiang; Zhao, Xia; Ji, Wenzhi; Zhang, Yan; Wang, Jianbo; Tetrahedron; vol. 72; 49; (2016); p. 8022 – 8030;,
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Reference of 96-35-5, 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. 96-35-5, name is Methyl 2-hydroxyacetate, molecular formula is C3H6O3, 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.

Preparation 69: 2-Hydroxyacetohydrazide Hydrazine monohydrate (1.08 g, 22.2 mmol) was added to a solution of methyl glycolate (0.84 mL, 11.1 mmol) in methanol (10 mL) and the mixture was heated under reflux for 2 hours and stirred at room temperature for 72 hours. The reaction mixture was then concentrated in vacuo to afford the title compound as a white solid in quantitative yield. 1H NMR(400 MHz, CDCl3) delta: 4.04(s, 2H)

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 96-35-5, Methyl 2-hydroxyacetate.

Reference:
Patent; Pfizer Inc; US2006/160786; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts