Alcohols-buliding-blocks

115-20-8, 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 115-20-8 as follows.

Carbon monoxide was bubbled through a solution of 11′- iodovinorelbine (151 mg, 0.167 mmol), triethylamine (169 mg, 1.67 mmol) and bis (triphenylphosphine) palladium (II) dichloride (23 mg, 0.033 mmol) in a mixture of DMF/2,2, 2-trichloroethanol (4 mL, 1 : 1) for 5 min. The reaction mixture was heated at 50 C for 14 h under one atmosphere of carbon monoxide (balloon). The solution was diluted with ethyl acetate (35 mL) then washed with saturated NaHC03 (2 x 20 mL) and brine (20 mL), dried over MgS04, and evaporated to dryness in vacuo. The residue was purified by reverse phase chromatography (C18, acetonitrile/water, 0.05% TFA) to provide 11′- (2,2, 2-trichloroethoxycarbonyl) lvinorelbine Trifluoroacetate (78 mg, 40% yield) as a white powder after lyophilization

The chemical industry reduces the impact on the environment during synthesis 115-20-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; AMR TECHNOLOGY, INC.; WO2005/55943; (2005); A2;,
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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows. 558-42-9

Example 1; l-Chloro-2-methyl-2-propyl methyl 1 ,4-dihydro-2,6-dimethyl-4-(3- nitrophenyl)- 1 -pyridine-3 , 5 -dicarboxylate; 31 g (0.26 moles) of thionyl chloride were added dropwise under stirring to a mixture of 78 g (0.235 moles) of 2,6-dimethyl-5-methoxycarbonyl-4- (3-nitrophenyl)-l,4-dihydropyridine-3-carboxylic acid, 420 ml methylene dichloride and 110 ml dimethyl formamide kept at temperature of -20C – +2¡ã under nitrogen. After terminating the addition of the thionyl chloride the stirring was continued under nitrogen for a further hour. To the above mixture a solution of 26 g (0.24 moles) of l-chloro-2-methyl-2-propanol in 60 ml methylene dichloride was added dropwise while stirring under nitrogen at a temperature of -50C – O0C. The stirring was continued for 3 EPO hours at O0C, afterwards the mixture was allowed to stand for 24 hours at room temperature. The solvent was evaporated under vacuum and the residue was dissolved in 1200 ml of ethylacetate. The organic solution was washed with saturated solution of sodium chloride and afterwards with a solution of 5percent Na2CO3. The organic layer was separated and dried with Na2SO4. The organic solution was evaporated to 500 ml and allowed to stand at O0C for 24 hours. The l-Chloro-2-methyl-2-prorhoyl methyl 1,4- dihydro-2,6-dimethyl-4-(3-nitrophenyl)-l-pyridine-3,5-dicarboxylate thus obtained was filtered and dried at 5O0C under vacuum. The weight was 58 g ( 58 percent yield) of about 98percent purity as determined by HPLC analysis, shown in Figure 1.The method for performing the HPLC was as follows:HPLC: Merck-Hitachi with autosamplerColumn: Symmetry C 18, 4,6 x 250mm (Waters)Detector: UV 237nmMobile Phase: 60percent Acetonitrile + 40percent buffer pH 4.0Flow rate: lml/minInjection Volume: 20mulTemparature: 3O0CThe buffer pH 4.0 was prepared by dissolving 5.14g potassium di- hydrogen phosphate and 2.4 ml triethylamine in 980 ml water with mixing. The pH of the solution was adjusted to 4.0 with phosphoric acid and distilled water was added to make 1 liter, and the solution was mixed.The product has the following 1H NMR Spectrum (300 MHz, CDCI3): 8.11 (lH,m), 8.04 (lH,m), 7.64 (lH,d, J=7.5Hz), 7.37 (lH,t, J=8.1Hz), 3.64 (3H,s), 2.97 (lH,s) 2.90 (lH,s) 2.35 (3H,s) 2.34 (3H,s), 1.47 (3H,s), 1.44 (3H,s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,558-42-9, 1-Chloro-2-methyl-2-propanol, and friends who are interested can also refer to it.

Reference:
Patent; MOTIVAN LTD.; WO2006/59332; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

124-68-5, Adding a certain compound to certain chemical reactions, such as: 124-68-5, 2-Amino-2-methyl-1-propanol, 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, 124-68-5, blongs to alcohols-buliding-blocks compound.

General procedure: 2-Amino-2-methylpropanol (6, 4.89 g, 55 mmol, 8.5 eq),6.50 mmol of carbonyl compound 4 (1 eq), and 50 mg of H2-activated clay are placed in an autoclave (100 cm3).The sealed reactor is heated for 24 h at various temperatures.After cooling and separation of the H2-clay by filtration,the residue is treated in the same manner asdescribed above. The yields of oxazolidines 7 are given inTable 5.

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:
Article; Rohand, Taoufik; Savary, Jerome; Marko, Istvan E.; Monatshefte fur Chemie; vol. 149; 8; (2018); p. 1429 – 1436;,
Alcohol – Wikipedia,
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626-18-6, 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 626-18-6, name is 1,3-Benzenedimethanol. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 m-Hydroxymethylbenzyl chloride 1,3-benzenedimethanol (27.772 g, 0.201 mole) was charged to a 500 mL round-bottom flask equipped with a septum inlet and a nitrogen adapter connected to a gas scrubber. The mixture was placed in an ice bath and cooled to 0 C. Thionyl chloride (14.66 mL, 0.201 mole), dissolved in chloroform (200 mL) was added slowly via syringe and the mixture stirred at 0 C. for 15 minutes followed by continued stirring at room temperature for 18 hours. TLC analysis of a sample removed after one hour of stirring at room temperature showed little reaction product formed. After 18 hours, TLC analysis indicated that the product was present. The mixture was concentrated as in Example 1 and the residue purified on a silica gel column (700 g) using 1:3 ethyl acetate:hexane followed by 1:2 ethyl acetate:hexane. The title compound, m-hydroxymethylbenzyl chloride, was obtained as a colorless oil (19.39 g) in 61.6% yield. The results of Examples 1 and 2 demonstrate that greater than 50% yields of hydroxy halides were obtained by the method of the invention.

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 626-18-6, 1,3-Benzenedimethanol.

Reference:
Patent; The DuPont Merck Pharmaceutical Company; US5637780; (1997); A;,
Alcohol – Wikipedia,
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A common compound: 403-41-8, name is 1-(4-Fluorophenyl)ethyl Alcohol,molecular formula is C8H9FO, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 403-41-8

Step 1 1 -(4-Fluorophenyl)ethyl methanesulfonate A mixture of l-(4-fluorophenyl)ethanol (300 mg, 2.14 mmol, 1.0 eq), MsCI (293 mg, 2.57 mmol, 1.2 eq) and TEA (941 mg, 3.2 mmol, 1.5 eq) in DCM (5 mL) was stirred at room temperature overnight. TLC (PE/EA = 3/1) showed the starting material was consumed completely. The reaction was quenched with aqueous citric acid solution and then extracted with DCM (5 mL x 3). The organic phase was dried over Na2S04, filtered and concentrated to give l-(4-fluorophenyl)ethyl methanesulfonate (400 mg, yield 86%), which was used in next step without further purification.

With the rapid development of chemical substances, we look forward to future research findings about 403-41-8.

Reference:
Patent; BIOGEN MA INC.; KUMARAVEL, Gnanasambandam; PENG, Hairuo; XIN, Zhili; WO2015/188051; (2015); A1;,
Alcohol – Wikipedia,
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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;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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;,
Alcohol – Wikipedia,
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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;,
Alcohol – Wikipedia,
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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;,
Alcohol – Wikipedia,
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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;,
Alcohol – Wikipedia,
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