Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 30951-66-7, 2-(3-Bromophenyl)propan-2-ol, 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, 30951-66-7, blongs to alcohols-buliding-blocks compound. Application In Synthesis of 2-(3-Bromophenyl)propan-2-ol

8.1 2-[3-(6-Aminopyridin-3-yl)phenyl]propan-2-ol Under an argon stream, the following are placed in a round-bottomed flask: 9.0 g of compound obtained in stage 7.1, 11.05 g of 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ylamine, 83.7 ml of a 2M solution of sodium carbonate and 1.70 g of tetrakis(triphenylphosphine)palladium, and dissolved in 523 ml of N,N-dimethylformamide. The mixture is heated for 1 h 30 at 80 C. After cooling to ambient temperature, 1 l of ethyl acetate is added to the reaction medium, which is filtered through celite. The organic phase is then separated, washed three times with a saturated solution of sodium chloride, dried over magnesium sulphate and concentrated under reduced pressure. The residue is purified by silica gel chromatography, elution being carried out with a dichloromethane/methanol mixture. The solid obtained is triturated from diisopropyl ether, recovered by filtration and then oven-dried under reduced pressure. 2.35 g of compound are obtained. 1H NMR (DMSO-d6, delta in ppm): 1.45 (s, 6H); 5.0 (s, 1H); 6.0 (s, 2H); 6.55 (d, 1H); from 7.3 to 7.4 (m, 3H); 7.65 (s, 1H); 7.7 (d, 1H); 8.25 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,30951-66-7, its application will become more common.

Reference:
Patent; SANOFI-AVENTIS; US2011/65727; (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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol, molecular formula is C8H7Cl2FO, 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: 756520-66-8

Compound 1 – (2, 6 – dichloro -3 – fluoro phenyl) ethanol (4.6 g, 22 mmol), P2 O5 (17.5 G, 0 . 12 muM, 5.6 eq.) and DCM (200 ml) of the reaction suspension at room temperature 16 hours, filtering, filtering solid, solid for DCM (200 ml) washing, Na filtrate saturation2 CO3 Aqueous solution (100 ml x 2) washing, separating, the obtained organic phase with anhydrous Na2 SO4Drying, concentrated under reduced pressure, the concentrate produced in the process of filtering the white solid, the obtained oily material vacuum drying to obtain the crude product of the title compound (3.5 g, 83%), without further purification, is directly used for the next step reaction

With the rapid development of chemical substances, we look forward to future research findings about 756520-66-8.

Reference:
Patent; (88 pag.)CN104119331; (2018); B;,
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Synthetic Route of 20712-12-3 , The common heterocyclic compound, 20712-12-3, name is (2-Amino-5-bromophenyl)methanol, molecular formula is C7H8BrNO, 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.

b) Lambda/-[4-Bromo-2-(hydroxymethyI)phenyl]-2-chloroacetamideTo a suspension of Intermediate 28a (2.48 g) in dry Et2O (70 mL) at 00C was added dropwise a solution of chloroacetyl chloride (1.39 g) in dry toluene (25 mL). To the white suspension was added a solution of triethylamine (5.1 mL ) in dry toluene (25 mL). After 1 h the reaction mixture was treated with water and chloroform. The organic phase was dried, filtered, and concentrated in vacuo to give a brown oil (4.45 g) containing the title compound; ESMS m/z 278.0/280.0 [M+H]+ and the bis acetylated compound {5-bromo-2- [(chloroacetyl)amino]phenyl}methyl chloroacetate; ESMS m/z 352.0/354.0/356.0 [M+H]+

The synthetic route of 20712-12-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/50940; (2006); A1;,
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Reference of 83647-43-2, 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.83647-43-2, name is (3-Bromo-2-methylphenyl)methanol, molecular formula is C8H9BrO, molecular weight is 201.0605, as common compound, the synthetic route is as follows.

A mixture of compound 2 (4.6 g, 22.8 mmol), phenylboronic acid 3 (5.65 g, 46.3 mmol) and [ 1 , 1 ‘ -bis (diphenylphosphino) – ferrocene ] dichloropalladium ( I I ) dichloromethane complex (0.188 g, 0.103 mmol) in toluene (34.5 mL) and ethanol (11.3 mL) was placed under argon. To this solution sodium bicarbonate, 2M (34.5 mL, 69.0 mmol) was added and the mixture was heated at 80 C for 30 min. Ethyl acetate (44 mL) and (11 mL) water were added to the reaction mixture. The organic extract was concentrated by rotatory evaporation. The crude product was chromatographed on silica gel eluting with 0-40% ethyl acetate in hexane to afford 4.58 g of an off-white solid, mp: 58.0- 59.5 C; 1H NMR (600 MHz, CDC13) delta [ppm] : 7.43-7.40 (m, 3H) , 7.35 (m, 1H) , 7.31-7.29 (m, 2H) , 1H) , 7.26 (t, J=7.6 Hz, 1H) , 7.20 (dd, Jl=7.6 Hz, J2=1.3 Hz, 1H) , 4.78 (s, 2H) , 2.25 (s, 3H) ; 13C NMR (151MHz, DMSO-d6) delta [ppm]: 143.0, 142.2, 140.0, 133.8, 129.7, 129.5, 128.2, 127.0, 126.9, 125.7, 64.2, 16.0; IR V (ATR cm-1) : 3365, 3054, 1601, 1469, 1047, 757.

The chemical industry reduces the impact on the environment during synthesis 83647-43-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; RIJKSUNIVERSITEIT GRONINGEN; DOeMLING, Alexander; (85 pag.)WO2017/118762; (2017); A1;,
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Synthetic Route of 112-70-9, 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. 112-70-9, name is 1-Tridecanol, molecular formula is C13H28O, 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.

General procedure: L-alanine esters were preparedaccording to a procedure reported earlier.5,6 Lalanine(1.0 mmol), 1-alcohol (1.0 mmol) and ptoluenesulphonicacid monohydrate (1.2 mmol) weretaken in about 30 mL of toluene and refluxed at 110C.After 5-6 h of refluxing, the solvent was removedby rotary evaporation under reduced pressure. Theresidue was dissolved in chloroform and washed with 10% sodium carbonate and then dried with anhydrous Na2SO4.

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 112-70-9, 1-Tridecanol.

Reference:
Article; Sivaramakrishna; Swamy, Musti J.; Journal of Chemical Sciences; vol. 127; 9; (2015); p. 1627 – 1635;,
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Related Products of 13826-35-2, 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 13826-35-2, name is (3-Phenoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Manufacturing Example 35-1-1 1-Chloromethyl-3-phenoxy-benzene; To a solution of (3-phenoxy-phenyl)-methanol (2.00 g, 10.0 mmol) in carbon tetrachloride (40 mL) was added triphenylphosphine (3.15 g, 12.0 mmol) at room temperature. The reaction solution was stirred under nitrogen atmosphere for 5 hours and 40 minutes under reflux. The reaction mixture was cooled to room temperature and concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=10:1) to obtain the title compound (2.05 g, 94%).1H-NMR Spectrum (DMSO-d6) delta (ppm): 4.37 (2H, s), 6.94-6.97 (1H, m), 7.00-7.03 (2H, m), 7.05-7.06 (1H, m), 7.13-7.20 (3H, m), 7.37-7.41 (2H, m).

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 13826-35-2, (3-Phenoxyphenyl)methanol.

Reference:
Patent; Tanaka, Keigo; Yamamoto, Eiichi; Watanabe, Naoaki; US2009/82403; (2009); A1;,
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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.147034-01-3, name is (2,5-Dibromophenyl)methanol, molecular formula is C7H6Br2O, molecular weight is 265.93, as common compound, the synthetic route is as follows.Computed Properties of C7H6Br2O

To a stirred solution of (2,5-dibromo-phenyl)-methanol (45 g, 170 mmol) in THF (1000 mL) is added 60% NaH in mineral oil (10 g, 250 mmol) at 0 C. The mixture is stirred for 30 min and allyl bromide (25 g, 203 mmol) is added. Then the mixture is warmed up to room temperature for 12 hrs. The reaction is quenched with ice and the mixture is extracted with EtOAc. The organic layers are combined, dried and concentrated to give the crude product. Purification by flash column chromatography affords 45 g of 2-allyloxymethyl-l,4-dibromo-benzene.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,147034-01-3, (2,5-Dibromophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; CHEN, Zhidong; COGAN, Derek; GUO, Xin; MARSHALL, Daniel Richard; MEYERS, Kenneth Michael; ZHANG, Yunlong; (130 pag.)WO2016/89800; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 25574-11-2, 3-(4-Bromophenyl)propan-1-ol, 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, HPLC of Formula: C9H11BrO, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C9H11BrO

Reference Example 1 4-(3-Benzyloxypropyl)bromobenzene A suspension of sodium hydride (60%, 0.97 g), 3-(4-bromophenyl)-1-propanol (1.0 g) and benzyl bromide (0.69 ML) in benzene (24 ML) was stirred under reflux for 7 hours.. After cooling to room temperature, a saturated aqueous ammonium chloride solution (50ML) was added to the reaction mixture, and the mixture was extracted with ethyl acetate (100 ML).. The organic layer was washed with water (40 ML) and brine (40 ML) and dried over anhydrous sodium sulfate.. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate = 20/1) to give 4-(3-benzyloxypropyl)bromobenzene (1.4 g).1H-NMR (CDCl3) delta ppm: 1.85-2.00 (2H, m), 2.60-2.75 (2H, m), 3.47 (2H, t, J=6.2Hz), 4.50 (2H, s), 7.00-7.10 (2H, m), 7.20-7.45 (7H, m)

The synthetic route of 25574-11-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP1367060; (2003); A1;,
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Related Products of 186020-66-6, 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.186020-66-6, name is tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, molecular formula is C13H26O6, molecular weight is 278.342, as common compound, the synthetic route is as follows.

An ice-cooled mixture of tert-butyl 3-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)propanoate (commercially available from for example Aldrich) (2.0 g, 7.2 mmol), triphenylphosphine (2.3 g, 8.6 mmol) and methyl 3-hydroxybenzoate (commercially available from for example Aldrich) (1.2 g, 7.9 mmol) in THF (40 mL) was treated dropwise over 5 minutes with diisopropyl azodicarboxylate (1.68 mL, 8.6 mmol). The mixture was warmed to ambient temperature and stirred for 18 hours. The mixture was then evaporated to dryness and purified by flash column chromatography (100 g silica cartridge) using a gradient elution from 0 to 100% methyl tert-butyl ether in cyclohexane over 40 minutes to afford the title compound (2.53 g, 85% yield). LCMS RT=1.14 min, ES+ve m/z 430 [M+NH4]+.

Statistics shows that 186020-66-6 is playing an increasingly important role. we look forward to future research findings about tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate.

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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Electric Literature of 55489-58-2, Adding some certain compound to certain chemical reactions, such as: 55489-58-2, name is 2-(2-(2-(Benzyloxy)ethoxy)ethoxy)ethanol,molecular formula is C13H20O4, 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 55489-58-2.

A. Triethylene Glycol MonoBenzyl Tosyl Ether 4-Toluenesulfonyl chloride (20.9 g, 0.11 mol) was added to a cold (0 QC) solution of triethylene glycol monobenzyl ether (“BnO-3EG-OH, ” 24.0 g, 0.1 1 mol) in pyridine (100 mL) in portions over a period of two minutes. A precipitate formed over 20 minutes. After 70 minutes the reaction mixture was allowed to warm to room temperature overnight. After 16 hours the reaction was diluted with ethyl acetate (100 mL) and quenched with water (50 mL) to dissolve the solids. The layers were separated and the organic layer was washed with aqueous hydrochloric acid till the aqueous layer was about pH 1. The organic solution was dried over magnesium sulfate and concentrated to dryness to give the title compound (28.94 g). 1H NMR (400 MHz, CDCI3, A10899) indicated an ca 4: 1 mixture of desired triethylene glycol monobenzyl ether tosylate and undesired ({2-[2-(2-chloroethoxy)ethoxy]- ethoxy}methyl)benzene. Triethylene glycol monobenzyl ether tosylate: No.H (CDCl3, ppm from TMS) 7.79 (2 H, d, J= 8.3 Hz, Ar-H), 7.4-7.2 (7 H, m, Ar-H), 4.55 (2 H, s, PhCH20-), 4.15 (2 H, t, J= 4.7 Hz, CH2) 3.7-3.5 (10 H, m, CH2 x 5), 2.43 (3 H, s, ArCH3). ({2-[2-(2-Chloroethoxy) ethoxy]ethoxy)methyl)benzene: No.H (CDCI3, ppm from TMS) 7.4-7.2 (5 H, m, Ar-/@, 4.57 (2 H, s, PhCH20-), 3.76 (2 H, t, J= 5.9 Hz, CH2CI) 3.7- 3.5 (10 H, m, CH2 x 5). Mixture calculated to contain 88.4 wt% tosylate (25.58 g, 64.9% theory) and 11.6 wt% chloride (3.36 g, 13.0 % theory).

According to the analysis of related databases, 55489-58-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/102976; (2005); A1;,
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