Month: July 2021

Synthetic Route of 25055-82-7, 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. 25055-82-7, name is 2-(3-Methyl-3H-diazirin-3-yl)ethanol. A new synthetic method of this compound is introduced below.

A solution of 2-(3-methyl-3H-diazirin-3-yl)ethan-i-ol (100 mg, 1.0 mmol) and triethylamine (160 mu, 1.15 mmol) in dichloromethane (5 mL) was cooled in an ice bath. To the cooled solution was added methanesulfonyl chloride (93 mu, 1.2 mmol). The reaction mixture was stirred for 1.5 hours in the ice bath, then saturated ammonium chloride was added and the organic layer was separated. The aqueous layer was extracted once with dichloromethane. The organic layers were combined, dried over sodium sulfate, filtered and then concentrated in vacuo to afford the title compound (178 mg, quantitative yield) which was used without further purification. (1292) NMR (CDC13): delta = 4.13 (t, 2 Eta), 3.05 (s, 3 Eta), 1.79 (t, 2 Eta), 1.09 (s, 3 Eta).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,25055-82-7, its application will become more common.

Reference:
Patent; INFLAZOME LIMITED; COOPER, Matthew; MILLER, David; MACLEOD, Angus; VAN WILTENBURG, Jimmy; THOM, Stephen; ST-GALLAY, Stephen; SHANNON, Jonathan; (352 pag.)WO2019/8025; (2019); A1;,
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Reference of 52273-77-5, 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.52273-77-5, name is 2-(3-Aminophenyl)ethanol, molecular formula is C8H11NO, molecular weight is 137.179, as common compound, the synthetic route is as follows.

A solution of 2-(3-aminophenyl)ethanol (1.8 mmol), 2-chloro-5-(4-difluoromethoxy- phenyl)-pyrimidine 30 (1.8 mmol) and p-TSA (1.8 mmol) in dioxane (10 mL) is heated at 100 0C for 12 h then cooled to rt. The reaction mixture is slowly added to water (100 mL) with stirring. The resulting precipitate is collected by filtration, washed with water and air dried. The crude precipitate of 2-(3-(5-(4-(difluoromethoxy)phenyl)pyrimidin-2-ylamino)phenyl)ethanol 42a is used without further purification. MS (m/z) (M+l)+: 357.9.

The chemical industry reduces the impact on the environment during synthesis 52273-77-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; IRM LLC; WO2009/26276; (2009); A1;,
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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. 22436-06-2, name is (S)-2-Methyl-3-phenylpropan-1-ol, the common compound, a new synthetic route is introduced below. Formula: C10H14O

General procedure: To a CH2Cl2 solution (2 mL) of the (Sax)-chloride 1a (429 mg,1.0 mmol) was added a solution of 2-methyl-1-hexanol (2a)(119 mg, 1.0 mmol) in CH2Cl2 (1 mL) and Et3N (0.14 mL,1.0 mmol) at room temperature under an Ar atmosphere. Theresulting solution was stirred at reflux in CH2Cl2 for 6.5 h.The reaction mixture was poured into water and extracted withCH2Cl2. The organic layer was dried over MgSO4, filtered, concentrated,and purified by column chromatography on silicagel (CH2Cl2:hexane = 1:5) to give the corresponding ester 3a(429 mg, 84%, 54 : 46) as a white solid.

The synthetic route of 22436-06-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Murai, Toshiaki; Itoh, Hikaru; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 191; 2; (2016); p. 163 – 173;,
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Application of 702-82-9, 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. 702-82-9, name is 3-Aminoadamantan-1-ol, molecular formula is C10H17NO, 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 1-aminoadamantane-3-ol (2.00 g, 12.0 mmol) and potassium carbonate (2.48 g,18.0 mmol, 1.5 equiv) in 60 mL of tetrahydrofuran is added benzyl chloroformate (1.88 mL, 13.2mmol, 1,1 equiv) in dropwise fashion over a 10-minute period. The mixture is then stirred at room temperature for 2 h and then partitioned between ethyl acetate and water. The product is then extracted into the ethyl acetate and the aqueous layer is washed twice with ethyl acetate (100 ml). The combined organic layers are then washed successively with 100 mL of aqueous 2 N sodium hydroxide, water and brine, dried over sodium sulfate, filtered and concentrated to provide 1-benzylcarbamoyladamantane-3-ol as a white solid (3.32g, 92% yield). This compound was used without further purification.1H NMR (500 MHz, CDCl3): delta 7.36-7.28 (m, 5H), 5.02 (s, 2H), 4.78 (br s, 1H), 2.25 (s, 2H), 2.00(br s, 1H), 1.92 (s, 2H), 1.84 (s, 4H), 1.67 (s, 4H), 1.52 (q, J = 12.7 Hz, 2H) ppm.13C NMR (125 MHz, CDCl3): delta 154.2, 136.5, 128.4, 128.0, 126.9, 69.1, 66.0, 65.1, 53.2, 49.2,43.9, 40.4, 34.7, 30.5 ppm. Spectroscopic data matches with previously reported data.8

According to the analysis of related databases, 702-82-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gonzalez-Esguevillas, Maria; Miro, Javier; Jeffrey, Jenna L.; MacMillan, David W.C.; Tetrahedron; vol. 75; 32; (2019); p. 4222 – 4227;,
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Related Products of 2240-88-2, 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.2240-88-2, name is 3,3,3-Trifluoropropan-1-ol, molecular formula is C3H5F3O, molecular weight is 114.07, as common compound, the synthetic route is as follows.

A mixture of Description 3 (100 mg, 0.325 mmol), 3,3,3-trifluoropropanol (74 mg, 0.649 mmol) and K2CO3 (134 mg, 0.974 mmol) in MeCN (3 mL) was stirred at 50 0C for 16 h. Additional 3,3,3- trifluoropropanol (30 mg) was added, the temperature raised to 60 0C and the reaction stirred for another 24 h. The reaction was condensed and partitioned between water and dichloromethane. The organic layer was dried over MgSO4 and evaporated. The crude product was purified firstly by preparative thin layer chromatography, eluting with 10 percent methanol in dichloromethane and then by flash column chromatography, eluting with ethyl acetate/dichloromethane [1:1] then ethyl acetate/dichloromethane/ methanol [50:47.5:2.5] to give the title compound (43 mg, 34 percent). 1H NMR (400 MHz, CDCl3) delta 7.67 (1 H, s), 7.45 (2 H, d, J8.6), 7.14 (2 H, d, J 8.7), 4.59 (2 H, t, J6.2), 4.16 (2 H, q, /7.3), 2.53-2.45 (2 H, m), 1.53 (3 H, m). M/z (ES+) 387, 389 (MH-H+).

The chemical industry reduces the impact on the environment during synthesis 2240-88-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2006/120481; (2006); A2;,
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Reference of 261723-33-5, 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. 261723-33-5, name is (2-Bromo-6-fluorophenyl)methanol, molecular formula is C7H6BrFO, 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 8 1-Bromo-3-fluorobenzyl bromide To a solution of 1-bromo-3-fluorobenzyl alcohol (1.61 kg, 7.85 mol) in chloroform (14 L) at 0° C. add pyridine (770 mL, 9.52 mol) in one portion (slight exotherm) and stir at 0° C. for 5 min. Add phosphorus tribromide (900 mL, 9.49) dropwise while maintaining the internal temperature below 20° C. and stir the resulting solution overnight while allowing to warm to room temperature. Cool the reaction to 0° C. and quench slowly with ice water (2 L). Transfer to a 50 L flask, separate the layers and then extract the aqueous layer with chloroform (1 L). Wash the combined organic phases with 5percent sulfuric acid (2 L), saturated aqueous sodium bicarbonate (2 L), brine (2 L), dry over magnesium sulfate, filter, and concentrate to obtain the title compound as a yellow oil (1753 g, 83percent). 1H NMR (CDCl3) delta 7.43 (d, 1H), 7.21 (m, 1H), 7.09 (t, 1H), 4.68 (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 261723-33-5, (2-Bromo-6-fluorophenyl)methanol.

Reference:
Patent; GAVARDINAS, Konstantinos; Jadhav, Prabhakar Kondaji; US2009/163472; (2009); A1;,
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Related Products of 67853-03-6 ,Some common heterocyclic compound, 67853-03-6, molecular formula is C9H10O3, 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 stirred solution of methyl 3-(hydroxymethyl)benzoate (1.31 g, 7.88 mmol) in THF (10 mL) at RT, was added Cs2CO3 (3.8 g, 11.7 mmol) and the mixture stirred for 20 mm. To this was added a solution of 6-chloropyrimidine-4-carbonitrile B-i (750 mg, 7.17 mmol) in THF (15 mL) and the mixture stirred at RT for 16 h. The mixture was partitioned between water (100 mL) and EtOAc (50 mL). The organic layer was separated and the aqueous layer was re-extracted with EtOAc (20 ml). The combined organic layers were dried (MgSO4), filtered, and then concentrated under reduced pressure. The crude residue was purified (silica gel; eluting with 0- 60% EtOAc in hexanes), to afford compound B-2 as an off-white solid (1.01 g, 52%). ?H NMR (300 MHz, DMSO-d6): 8.97 (m, 1H), 8.06 (m, 1H), 7.94 (m, 1H), 7.82 (m, 1H), 7.75 (m, 1H), 7.56 (m, 1H), 5.56 (s, 2H), 3.84 (s, 3H); LCMS Mass: 270.0 (M+1).

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. 67853-03-6, Methyl 3-(hydroxymethyl)benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
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Electric Literature of 115652-52-3, 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 115652-52-3 as follows.

Example 1Synthesis of: (/?)-3-((/?)-2-amino-3-(l-(hvdroxymethyl)cvclopropylamino)-3-oxopropylthio) propane- 1,2-diyl didodecanoateStep 1: (R)-3-((R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(l-(hydroxymethyl)cyclo- propylamino)-3-oxopropylthio)propane-l,2-diyl didodecanoate[000398] To a solution of (5«,9«)-9-(dodecanoyloxy)-l-(9H-fluoren-9-yl)-3,12-dioxo-2,l l- dioxa-7-thia-4-azatricosane-5-carboxylic acid (6, 1 eq) and HBTU (1.2 eq) in DCM (0.06 M) was added DIEA (3.5 eq), followed by (1-aminocyclopropyl) methanol hydrochloride (1.2 eq). The reaction was stirred at room temperature for 2 hours. The crude mixture was purified by flash chromatography on a COMBIFLASH system (ISCO) using 30-50% EtO Ac/Hex to give (R)-3- ((R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(l-(hydroxymethyl)cyclopropylamino)-3- oxopropylthio)propane- 1 ,2-diyl didodecanoate.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,115652-52-3, its application will become more common.

Reference:
Patent; IRM LLC; WU, Tom Yao-Hsiang; ZOU, Yefen; HOFFMAN, Timothy Z.; PAN, Jianfeng; WO2011/119759; (2011); A1;,
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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. 5333-42-6, name is 2-octyldodecan-1-ol, molecular formula is C20H42O, 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. Computed Properties of C20H42O

A 500-mL three-necked flask equipped with magnetic stirrer, septum, and thermometer was filled with argon. Triphenylphosphine (33.4 g, 0.127 mol, 1 equiv.) and 200 mL of anhydrous dichloromethane were placed into the flask. The solution was cooled to 0C, and 6.52 mL (20.34 g, 0.127 mol, 1 equiv.) of bromine was added dropwise so that the temperature of the reaction mix- ture was not higher 5C. After bromine addition was completed, the reaction mixture was stirred for 15 min at 0C, 45.36 mL (38.0 g, 0.127 mol, 1 equiv.) of2-octyl-1-dodecanol was added. The reaction mixture was stirred for 12 h at ambient temperature, concen- trated in a vacuum, the resultant suspension was diluted with 100 mL of petroleum ether, and filtered. The filtrate was passed through a thin layer of silica gel, washed with petroleum ether, and concentrated in a vacuum to give 43.61 g (95%) of viscous oil.1H NMR (400 MHz, CDCl3, delta, ppm): 3.47 (d, J =4.7 Hz, 2H), 1.66-1.54 (m, 1H), 1.45-1.17 (m, 32H),0.91 (t, J = 6.7 Hz, 6H).13C NMR (101 MHz, CDCl3, delta, ppm): 39.7, 39.5,32.5, 31.9, 29.8, 29.6, 29.6, 29.5, 29.3, 29.3, 26.5,22.6, 14.1.

With the rapid development of chemical substances, we look forward to future research findings about 5333-42-6.

Reference:
Article; Keshtov; Osipov; Topchiy; Zotova; Konstantinov; Krayushkin; Kuklin; Khokhlov; Doklady Chemistry; vol. 463; 2; (2015); p. 215 – 220; Dokl. Akad. Nauk; vol. 463; 6; (2015); p. 669 – 674,6;,
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Electric Literature of 41175-50-2, 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 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol. This compound has unique chemical properties. The synthetic route is as follows.

8-Hydroxyjulolidine (1.4 g, 7.2 mmol) and 3-formyl benzoic acid (500 mg, 3.6 mmol) are mixed with 60% aqueous sulfuric (40 mE) and stirred at 150 C. for 24 hours under air atmosphere. The reactionmixture is addedto ice (100 g), after which 60% NaOH is careffilly added to pH 6-7, precipitating the crude product. The crude product is extracted between DCM and watet The organic phase is separated, and washed with brine. The organic solvent is removed and the final products are dried by evaporating with EtOH and toluene 5 times to yield 1.7 g 3-acid product (94% yield). Purity as determined by HPEC is 95%. MS (ESI) [M+]=491.

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 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol.

Reference:
Patent; Pharmacophotonics, Inc.; Bremberg, Ulf; Ringberg, Erik; Berts, Wei; De Belder, Anthony; Strickland, James S.; US9169398; (2015); B2;,
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