Tag: M.W=100-200

Reference of 10029-04-6 , The common heterocyclic compound, 10029-04-6, name is Ethyl 2-(hydroxymethyl)acrylate, molecular formula is C6H10O3, 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 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- butyldimethylsily. 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; WO2007/97937; (2007); A1;,
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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. 7314-44-5, name is (2,4-Dimethoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: (2,4-Dimethoxyphenyl)methanol

General procedure: In a 10 cm3 flask, 50 mg of phosphine-polyphosphazene(0.094 mmol) was dissolved in 3 cm3 anhydrous CH2Cl2 under an argon atmosphere. The resulting solution was cooled to 0 C and a solution of 0.384 mmol C2Cl6 In a 10 cm3 flask, 50 mg of phosphine-polyphosphazene(0.094 mmol) was dissolved in 3 cm3 anhydrous CH2Cl2 under an argon atmosphere. The resulting solution was cooled to 0 C and a solution of 0.384 mmol C2Cl6 in 1 cm3 anhydrous CH2Cl2 was added followed by 0.094 mmol ofthe alcohol after 5 min. After further stirring for 15 min the solvent was removed, the residue was taken up in a minimum amount of CHCl3 and the oxidized polymer was precipitated in an appropriate solvent. The polymer was removed by filtration, and washed with the precipitation solvent. The combined filtrates were evaporated to dryness and dried under high vacuum to yield the corresponding alkyl orbenzyl chlorides. in 1 cm3 anhydrous CH2Cl2 was added followed by 0.094 mmol ofthe alcohol after 5 min. After further stirring for 15 min the solvent was removed, the residue was taken up in a minimum amount of CHCl3 and the oxidized polymer was precipitated in an appropriate solvent. The polymer was removed by filtration, and washed with the precipitation solvent. The combined filtrates were evaporated to dryness and dried under high vacuum to yield the corresponding alkyl orbenzyl chlorides.

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, 7314-44-5, (2,4-Dimethoxyphenyl)methanol.

Reference:
Article; Koenig, Michael; Linhardt, Anne; Brueggemann, Oliver; Teasdale, Ian; Monatshefte fur Chemie; vol. 147; 9; (2016); p. 1575 – 1582;,
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Application of 26021-57-8, 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.26021-57-8, name is 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol, molecular formula is C8H9NO2, molecular weight is 151.1626, as common compound, the synthetic route is as follows.

General procedure: To a mixture of 9 (100mg, 0.74mmol) (the general procedure for the synthesis of intermediate 9 was presented in supporting information), 3-chlorobenzaldehyde (104mg, 0.74mmol) and ethyl 2-cyanoacetate (83muL, 0.78mmol) in anhydrous EtOH (5mL) was added piperdine (136muL, 1.48mmol). The reaction mixture was stirred for 16hat 80C under N2 atmosphere. The resulting reaction mixture was evaporated to dryness under reduced pressure. The residue was purified by flash column chromatography eluting with CH2Cl2/MeOH (200:1-100:1, v/v) to afford the title compound (9a) as a slight yellow solid (210mg, 77% yield).

The chemical industry reduces the impact on the environment during synthesis 26021-57-8, I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhang, Huijun; Fang, Xiong; Meng, Qian; Mao, Yujia; Xu, Yan; Fan, Tingting; An, Jing; Huang, Ziwei; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 380 – 396;,
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Reference of 67853-03-6, 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. 67853-03-6, name is Methyl 3-(hydroxymethyl)benzoate, molecular formula is C9H10O3, 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 solution of methyl 3-(hydroxymethyl)benzoate (0.30 g, 1.8 mmol) in DMF (5 mL), cooled to 0C, was added sodium hydride (60% dispersion in mineral oil, 0.086 g, 2.15 mmol). The reaction mixture was stirred at this temperature for 10 minutes and then at room temperature for 20 minutes. 2-(3-chloropropyl)-l,3-dioxalane (0.25 g, 1.8 mmol) was added and the reaction stirred room temperature for 5 hours. The reaction mixture was quenched with water and saturated aqueous sodium carbonate added. The mixture extracted with ethyl acetate (x3) and the combined organic extracts dried over anhydrous magnesium sulfate, filtered and the filtrate evaporated at reduced pressure. The residue was diluted with THF / MeOH (4.5 mL / 4.5 mL) and 2M aqueous sodium hydroxide (4.5 mL) added. The reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure to half the volume and the pH adjusted with aqueous 1M hydrochloric acid. The mixture was extracted with ethyl acetate (x2) and the combined organic extracts dried over anhydrous magnesium sulfate, filtered and the filtrate evaporated at reduced pressure to afford the title compound (0.25 g, 52%).

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 67853-03-6, Methyl 3-(hydroxymethyl)benzoate.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; RANCATI, Fabio; RIZZI, Andrea; CARZANIGA, Laura; LINNEY, Ian; (108 pag.)WO2017/93208; (2017); A1;,
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Electric Literature of 1124-63-6, 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 1124-63-6, name is 3-Cyclohexylpropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

3-Cyclohexyl-1-propanol (3.96 g, 27.8 mmol) was dissolved in DCM (90 mL) at 0 C. and treated sequentially with dimethyl sulfoxide (3.25 g, 41.7 mmol), N,N-diisopropylethylamine (8.98 g, 69.6 mmol) and sulfur trioxide pyridine complex (11 g, 69.6 mmol). After one hour, the reaction mixture was diluted with DCM (100 mL) and washed with 1N aqueous HCl (3×50 mL), saturated sodium bicarbonate (3×50 mL), and brine. The organic layer was dried over MgSO4, filtered, and concentrated to yield the title intermediate as a light yellow oil (3.8 g). 1H NMR (d6-DMSO, 300 MHz) delta (ppm): 9.72 (s, 1H), 3.65-3.72 (m, 2H), 2.46 (t, 2H), 1.65-1.73 (m, 3H), 1.51-1.56 (m, 2H), 1.14-1.48 (m, 4H), 0.85-0.96 (m, 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 1124-63-6, 3-Cyclohexylpropan-1-ol.

Reference:
Patent; Long, Daniel D.; Church, Timothy J.; Jacobsen, John R.; Jiang, Lan; Saito, Daisuke Roland; Stergiades, Ioanna; Van Dyke, Priscilla M.; Dalziel, Sean; Preza, Leticia Maria; US2007/219278; (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. 161446-90-8, name is 3-Chloro-4-fluorobenzyl Alcohol. A new synthetic method of this compound is introduced below., category: alcohols-buliding-blocks

Intermediate 50 (1.25 mmol), triphenylphosphine (1.87 mmol) and carbon tetrabromide (1.87 mmol) were stirred in anhydrous DCM, under nitrogen for 3 hours. The solvent was removed under reduced pressure and the crude material was purified by chromatography on silica gel to give intermediate 51, which was a colourless oil. Intermediate 51 was characterized by the following spectroscopic data: 1H NMR (DMSO-d6, 400 MHz) (ppm) 4.43 (s, 2H), 7.13 (t, J=8.37 Hz, 1H), 7.26-7.28 (m, 1H), 7.44-7.47 (d, J=6.70 Hz, 1H).

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, 161446-90-8, 3-Chloro-4-fluorobenzyl Alcohol.

Reference:
Patent; Idenix Pharmaceuticals, Inc.; US2009/60866; (2009); A1;,
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Electric Literature of 349-95-1, 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. 349-95-1, name is (4-(Trifluoromethyl)phenyl)methanol, molecular formula is C8H7F3O, 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.

DL-1-phenylethanol (122 mg, 1.0 mmol), cat. [Ir] (5.3 mg, 0.01 mmol, 1 mol%) and tert-amyl alcohol (1 mL) were successively added to a 5 mL round bottom flask. The reaction mixture was refluxed in air for 6 hours and then cooled to room temperature. Then, cesium carbonate (33 mg, 0.1 mmol, 0.1 equiv.) And 4-trifluoromethylbenzyl alcohol (194 mg, 1.1 mmol) were added, refluxed in air for 6 hours and then cooled to room temperature. The solvent was removed by rotary evaporation and then the title compound was obtained by column chromatography (developing solvent: petroleum ether / ethyl acetate) in 83%

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 349-95-1, (4-(Trifluoromethyl)phenyl)methanol.

Reference:
Patent; Nanjing University of Science and Technology; Wang, Rongzhou; Fan, Hongjun; Li, Feng; (18 pag.)CN106478325; (2017); A;,
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Reference of 66582-32-9, 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. 66582-32-9, name is 3-(Benzyloxy)-2,2-dimethylpropan-1-ol, molecular formula is C12H18O2, 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: To a solution of oxalyl chloride (40 mmol,2 eq), in dichloromethane (20 mL) at -78C, was added DMSO (80 mmol, 4 eq) in dichloromethane(20 mL) dropwise. After stirring during 30 min, a solution of monobenzylated diol (20 mmol, 1 eq)in dichloromethane (20 mL) was added dropwise. The mixture was stirred 2 h, and triethylamine (6eq) in CH2Cl2 (15 mL) was added dropwise. The mixture was allowed to reach room temperature,and quenched with 50 mL of water. The organic layers were washed with a solution of saturated NaCl, then dried over anhydrous MgSO4, filtered and concentrated in vacuo. The yellow oil was purified by flash chromatography.

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 66582-32-9, 3-(Benzyloxy)-2,2-dimethylpropan-1-ol.

Reference:
Article; Chalopin, Thibaut; Jebali, Khaoula; Gaulon-Nourry, Catherine; Denes, Fabrice; Lebreton, Jacques; Mathe-Allainmat, Monique; Tetrahedron; vol. 72; 2; (2016); p. 318 – 327;,
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Synthetic Route of 4415-73-0, Adding some certain compound to certain chemical reactions, such as: 4415-73-0, name is 1,1-Cyclobutanedimethanol,molecular formula is C6H12O2, 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 4415-73-0.

Add 2.6 ml of an 11.25N sodium hydroxide solution at 70 C. to a solution of 1.72 g (14.85 mmol) of cyclobutane-1,1-diyldimethanol [F. X. Tavares, J. Med. Chem. 2004, 47 (21), 5057-5068] in 20 ml of toluene, 8 ml of 1,2-dimethoxyethane and 8 ml of water. After adding 0.10 g (0.30 mmol) of tetra-n-butylammonium hydrogen sulphate and 1.00 g (2.97 mmol) of 4-chloro-5-(4-methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidine, stir the reaction mixture at 70 C. for 17 h. After cooling to room temperature, adjust to pH 7 with concentrated hydrochloric acid. Extract three times with 50 ml of dichloromethane each time. Wash the combined organic extracts with satd. sodium chloride solution, dry over sodium sulphate and filter. Concentrate the filtrate under reduced pressure. Stir the residue in acetonitrile, filter and purify the filtrate by means of preparative RP-HPLC (gradient: water/acetonitrile). 0.30 g (24% of theory) of the desired product are obtained. LC-MS (Method 3): Rt=2.67 min; m/z=417 (M+H)+ 1H-NMR (400 MHz, DMSO-d6): delta=8.58 (s, 1H), 7.56-7.54 (m, 2H), 7.42-7.37 (m, 5H), 7.04-6.99 (m, 2H), 4.56 (t, 1H), 4.30 (s, 2H), 3.81 (s, 3H), 3.21 (d, 2H), 1.77-1.58 (m, 6H).

According to the analysis of related databases, 4415-73-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2011/124665; (2011); A1;,
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Reference of 589-98-0, Adding some certain compound to certain chemical reactions, such as: 589-98-0, name is 3-Octanol,molecular formula is C8H18O, 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 589-98-0.

General procedure: Compound 5 was dissolved in alcohol (13±16 equiv) and heated to 100C for 3 h in the presence of a catalytic amount of H2SO4 (0.1 equiv). Complete dissolution occurred while heating. The reaction was quenched by adding a saturated solution of NaHCO3 in water and the mixture was extracted with EtOAc. The organic layers were combined, and the solvent was evaporated under reducedpressure at 40C. The residual alcohol was removed by vacuum distillation. The crude residue was purified by flash column chromatography with appropriate eluents and a gradient. Diheptyl 2-[(4-methoxyphenoxy)methyl]pyrimidine-4,6-dicarboxylate (6a). Generalprocedure I was followed. Compound 5 (73 mg, 0.20 mmol), 1-heptanol (0.50 mL, 3.2 mmol,16 equiv), H2SO4 (1 muL, 0.03 mmol, 0.1 equiv). Flash chromatography eluents: n-hexane (A),Et2O (B); gradient: 8%66% B×10 CV. Compound 6a was isolated as a dark yellow oil (81mg, 0.16 mmol, 80% yield).

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. 589-98-0, 3-Octanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Provenzani, Riccardo; Tarvainen, Ilari; Brandoli, Giulia; Lempinen, Antti; Artes, Sanna; Turku, Ainoleena; Jaentti, Maria Helena; Talman, Virpi; Yli-Kauhaluoma, Jari; Tuominen, Raimo K.; Boije af Gennaes, Gustav; PLoS ONE; vol. 13; 4; (2018);,
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