Category: alcohols-buliding-blocks

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. 2807-30-9, name is 2-Propoxyethanol. This compound has unique chemical properties. The synthetic route is as follows. 2807-30-9

100 g of 2-n-propoxyethanol,0.1 g of dodecyltrimethylammonium chloride was addedIn a reaction vessel equipped with a reflux condenser,120 g of thionyl chloride (content 99.0%Sulfuryl chloride content of 0.1%) by adding constant pressure dropping funnel,Stirring, slow to the reaction container dropwise addition of thionyl chloride, the reaction process release sulfur dioxide and hydrogen chloride gas,The temperature of the reaction solution was maintained at 30 ¡À 5 C by controlling the dropwise addition of thionyl chloride.Dropping of sulfoxide is completed, turn on heating,The temperature was gradually raised to 90 C according to the reaction gas evolution rate,Until no gas release, continue to heat 2h get crude; Crude direct distillation purification,105.9 g of chloroethyl n-propyl ether was obtained,After testing, product chromatographic content of 99.51%The water content was 0.17% and the yield was 89.97%.

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, 2807-30-9, 2-Propoxyethanol.

Reference:
Patent; Shandong Kaisheng New Materials Co., Ltd.; Zhang, Taiming; Bi, Yixia; Wang, Ronghai; Zhang, Shanmin; Li, Wenjuan; Jia, Yuanchao; (6 pag.)CN105348051; (2016); A;,
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770-71-8, Adding a certain compound to certain chemical reactions, such as: 770-71-8, Adamantan-1-ylmethanol, 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, 770-71-8, blongs to alcohols-buliding-blocks compound.

Preparation 7.2 Adamant-1-ylmethyl methanesulfonate (III) A mixture of 3 g of adamantan-1-ylmethanol and 5 ml of triethylamine in 50 ml of DCM is cooled to 0 C., 2 ml of methanesulfonyl chloride are added dropwise, and the mixture is left to stir while allowing the temperature to return to AT. A mixture of water/ice is added to the reaction mixture, the mixture is extracted with DCM, the organic phase is dried over Na2SO4, and the solvent is evaporated off under vacuum. 2 g of the expected compound are obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,770-71-8, its application will become more common.

Reference:
Patent; SANOFI-AVENTIS; US2009/281107; (2009); A1;,
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623-50-7, Adding a certain compound to certain chemical reactions, such as: 623-50-7, Ethyl 2-hydroxyacetate, 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, 623-50-7, blongs to alcohols-buliding-blocks compound.

2-Chloro-3-pyridinecarbonitrile, 1 , (4.0Og, 28.9mmol), Cs2CO3 (28.2g, 86.6mmol) and ethyl glycolate (3mL, 31.7mmol) were placed in a flask under Ar(g). Dry NMP was added, and the suspension was heated at 75C for 2Oh with vigorous stirring. The reaction mixture was cooled to rt, whereupon water (200 mL) and Et2theta (3 x 10OmL) were added. The organic layers were combined, washed with water (3 x 15mL) before being dried (MgSO4) and concentrated in vacuo. Purification by flash column chromatography on silica (eluant 15-40% EtOAc/Hex) gave 2 (2.41 g, 1 1 Jmmol, 40%) as a white solid.1H NMR (400MHz, CDCI3) deltaH: 8.51 (dd, J=5.0, 2.0Hz, 1 H), 7.96 (dd, J=8.0, 2.0Hz, 1 H), 7.23-7.28 (m, 1 H), 4.44 (q, J=7.0Hz, 2H), 4.01 (br. s., 2H), 1.44 (t, J=7.0Hz, 3H).MS (ES+) 229 (100%, [M+Na]+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-50-7, its application will become more common.

Reference:
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; CECIL, Alexander Richard Liam; HILL, Thomas James; SILVA, Franck Alexandre; WO2011/21038; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 115-20-8, Trichloroethanol, 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, 115-20-8, blongs to alcohols-buliding-blocks compound. 115-20-8

General procedure: 3-Hydroxy-2-((S)-1-phenylethyl)isoindolin-1-one 1 (150 mg, 0.592 mmol, Entries 1-3, Table 1) or (100 mg, 0.395 mmol, (Entries 4-11, Table 1) was dissolved in dichloromethane (3.0 mL) under an inert atmosphere (N2) while stirring followed by the addition diethylaminosulfur trifluoride (DAST, 240 L, 1.776 mmol, 3 eq). Stirring was continued overnight (16 hr) and the alcohol (10 or 5 eq) was added and stirring was continued until the reaction was complete as indicated by TLC (4-8 hr). The crude reaction mixture was directly submitted to gravity-column chromatography and the entire series of products were eluted with hexane/ethyl acetate, 4:1. Combination and concentration of the individual fractions gave the pure products detailed in Table 1.

With the rapid development of chemical substances, we look forward to future research findings about 115-20-8.

Reference:
Article; Ronnebaum, Jarrid M.; Luzzio, Frederick A.; Arkivoc; vol. 2019; 5; (2019);,
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624-95-3, 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 624-95-3 as follows.

16.9 g of 3, 3-Dimethyl-l-butanol (117.3 mmol) and 0.0765 g MeO TEMPO (0. 411MMOL) are charged in a jacketed glass reaction flask as in Example I. Sodium borate (0.380 g, 1.0 mmol) and Zr (acetate) 2 (0.2 g solution, 0.1 mmol) are dissolved in water (12.0 cc) and the aqueous solution is added to the stirred organic fraction at 1000 RPM in the reaction flask. The stirred suspension is cooled to 0C and the emulsion is re- adjusted to pH=8.4 using 50% solution of CH3COOH. When the temperature of the reactants reached 0C, 75.5 g (122 mmol) of 12.1% aqueous NAOCI solution are pumped in via a gas-tight syringe over 90 minutes (The pH of the bleach solution was adjusted to 10 using 50% aqueous CH3COOH). During the bleach addition the pH was maintained at 8.3-8. 4 levels using few drops of 50% aqueous CH3COOH. The reaction mixture is stirred for an additional 120 min at 0C and the organic layer is sampled for GC assay. The reaction in this second stage was kept at pH 8.4 by addition of 0.2-0. 25 cc aqueous solution OF NAOH (50% concentration). The yield of 3, 3-dimethylbutyraldehyde is 95.0% at 60 min and 93.0% at 90 min reaction time.

The chemical industry reduces the impact on the environment during synthesis 624-95-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; THE NUTRASWEET COMPANY; WO2004/67484; (2004); A2;,
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616-29-5, Adding some certain compound to certain chemical reactions, such as: 616-29-5, name is 1,3-Diaminopropan-2-ol,molecular formula is C3H10N2O, 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 616-29-5.

General procedure: To a mixture of (3) (1 eq), and different aliphatic diamines (1,2-diaminoethane, 1,3-diaminopropane, 1,4-diaminobutane 4(a-f) and also 1,3-diaminopropan-2-ol) 5a (2.5 eq), phenol (0.5 eq) and a catalytic amount of KI were added. The mixture is heated at 180C for 35min, with completion of the reaction monitored by TLC. Then, the mixture was cooled to room temperature, treated with 5% NaOH solution, extracted with ethyl acetate and finally washed with water and brine. The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to give the crude product. Purification was performed by column chromatography, eluent: CH2Cl2/MeOH: 5-8%, 25%NH3 per 1L.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 616-29-5.

Reference:
Article; Hiremathad, Asha; Keri, Rangappa S.; Esteves, A. Raquel; Cardoso, Sandra M.; Chaves, Silvia; Santos, M. Amelia; European Journal of Medicinal Chemistry; vol. 148; (2018); p. 255 – 267;,
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2050-25-1 , The common heterocyclic compound, 2050-25-1, name is 2-(2-(Benzyloxy)ethoxy)ethanol, molecular formula is C11H16O3, 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 suspension of sodium hydride, 60% w/w in mineral oil (0.92 g, 22.9 mmol) in DMF (5 mL) was added a solution of 2-(2-(benzyloxy)ethoxy)ethanol (commercially available from for example Aldrich) (2.74 mL, 15.29 mmol) in DMF (5 mL) at 0 C. After stirring for 25 min, 1,4-dibromobutane (commercially available from for example Aldrich) (14.9 g, 68.8 mmol) dissolved in DMF (5 mL) was added dropwise to the mixture. The reaction was warmed to ambient temperature and stirred under an atmosphere of nitrogen for 2.5 hours. A further aliquot of sodium hydride, 60% w/w in mineral oil (0.92 g, 22.9 mmol) was added and the reaction was stirred at 0 C. for 30 minutes and at ambient temperature for 30 minutes. A final aliquot of sodium hydride, 60% w/w in mineral oil (0.92 g, 22.9 mmol) was added and the reaction stirred at ambient temperature for 2 hours then left standing overnight. The reaction mixture was filtered through celite and the solid washed with DCM. The filtrate was partitioned between DCM (30 mL) and water (30 mL). The organic extract was washed with brine (2¡Á30 mL), dried using a hydrophobic frit, and concentrated under reduced pressure. The product was purified by chromatography on silica using a using a gradient elution from 0% to 80% methyl tert-butyl ether in cyclohexane to afford the title compound (3 g, 9.06 mmol, 59% yield). LCMS RT=1.19 min, ES+ve m/z 331.2/333.2 [M+H]+.

According to the analysis of related databases, 2050-25-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Crews, Craig M.; Buckley, Dennis; Ciulli, Alessio; Jorgensen, William; Gareiss, Peter C.; Van Molle, Inge; Gustafson, Jeffrey; Tae, Hyun-Seop; Michel, Julien; Hoyer, Dentin Wade; Roth, Anke G.; Harling, John David; Smith, Ian Edward David; Miah, Afjal Hussain; Campos, Sebastien Andre; Le, Joelle; US2014/356322; (2014); A1;,
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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 39590-81-3 as follows., 39590-81-3

Step 3: Into a 2 L 3 necked round bottomed flask were placed a solution of cyclopropane-1,1- diyldimethanol (42 g, 410 mmol) in DCM (200 mL) and DMAP (126 g, 1.03 mol). The mixture was treated with a solution of TsC1 (173 g, 907 mmol) in DCM (500 mL) dropwise, while cooling to 0 C, over 30 mm. The resulting solution was allowed to stir for 2.5 h at roomtemperature. The reaction mixture was washed with H20, HC1 (iN) and brine, dried over Na2504 and concentrated under reduced pressure. This resulted in cyclopropane-1,1- diyldimethanediyl bis(4-methylbenzenesulfonate) as a solid

The chemical industry reduces the impact on the environment during synthesis 39590-81-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIM, Jongwon; ALTMAN, Michael, D.; BRUBAKER, Jason, D.; GIBEAU, Craig, R.; (187 pag.)WO2016/144846; (2016); A1;,
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702-98-7, 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. 702-98-7, name is 2-Methyladamantan-2-ol, molecular formula is C11H18O, 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.

4.67 g (28 mmol) of 2-methyl-2-adamantanol, 2.77 g (35 mmol) of pyridine and 30 mL of drytetrahydrofuran were added to a 100 mL three-necked flask equipped with a drying tube containing calcium chloride and adropping funnel And the mixture was stirred with a magnetic stirrer under ice cooling. A dropping funnel was charged with asolution of 4.42 g (39 mmol) of chloroacetyl chloride in 10 mL of dry tetrahydrofuran. This chloroacetyl chloride solution wasadded dropwise over 15 minutes under ice cooling, then the reaction solution was heated to 20 C. and stirred for 22 hours. Inthe GC analysis at this point, 2-chloroacetoxy-2-methyladamantane was 64.2 area%. This solution was poured into a beakercontaining 300 mL of ion exchanged water, the resulting mixture was extracted three times with 100 mL of diethyl ether, and 20g of anhydrous sodium sulfate was added to the combined organic phases and dried. The chromaticity of the organic phase atthis point was APHA over 1000 degrees and it was orange colored. The desiccant was removed by filtration and thenconcentrated under reduced pressure to obtain 7.99 g of crude 2-chloroacetoxy-2-methyladamantane as a brown oil. Theresidue was purified by silica gel column chromatography (silica gel: Wakosil (registered trademark) C-200 (Wako PureChemical Industries, 64 g, elution solvent: hexane / diethyl ether = 10: 1)) to obtain 5.03 g of 2-chloroacetoxy-2-methyladamantane (74% yield) as an ultrathin pale yellow solid. Further, the chromaticity of the liquid state obtained by heating and melting the obtained solid was APHA of about 300 C, and was colored in a pale yellow color.

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. 702-98-7, 2-Methyladamantan-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NIPPON LIGHT METAL COMPANY LIMITED; TSUTSUI, HIDEYUKI; KATO, TOMOKI; TOYAMA, TAKASHI; (10 pag.)JP2018/127408; (2018); A;,
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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. 2002-24-6, name is 2-Aminoethanol hydrochloride, molecular formula is C2H8ClNO, 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. 2002-24-6

A mixture of crude 1- (3- {4- [3-CHLORO-4- (3-FLUORO-BENZYLOXY)-PHENYLAMINO]-QUINAZOLIN- 6-yl}-prop-2-ynyl)-2-phenyl-N-cyano-isourea (70 mg, 0.12 mmol) (from Step H, Example 1), 2- HYDROXYETHYLAMINE hydrochloride (39 mg, 0.4 mmol) and triethylamine (0.07 mL, 0.5 mmol) in isopropanol (2 mL) was heated to 85C in a sealed tube. The reaction was cooled to room temperature after 3 hours. Solvent was removed via rotovap. The residue was then purified by FCC to give the final product (25 mg, 38%) as a light yellow solid. MS ESI (+) m/z 544 (M+1) detected ; 1H NMR (400 MHz, deuterated DMSO) 9.95 (s, 1H), 8.7 (s, 1H), 8.6 (s, 1H), 8.05 (s, 1H), 8.0 (s, 1H), 7.8 (m, 1H), 7. 78 (M, 2H), 7.6 (br, 1H), 7. 5 (M, 1H), 7.22-7. 4 (M, 2H), 7.2 (M, 1H), 7.1 (M, 1H), 5.25 (s, 2H), 4.25 (m, 2H),-3. 5 (m, 2H), 3.25 (M, 2H).

The chemical industry reduces the impact on the environment during synthesis 2002-24-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ARRAY BIOPHARMA, INC.; WO2004/46101; (2004); A2;,
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