Month: June 2021

Adding a certain compound to certain chemical reactions, such as: 623-61-0, Isopropyl glycolate, 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, name: Isopropyl glycolate, blongs to alcohols-buliding-blocks compound. name: Isopropyl glycolate

General procedure: The nucleoside (3.21 mmol) was suspended in THF (25 ml). Under nitrogen and at 0 C., POCl3 (4.82 mmol) was added and the reaction mixture was allowed to reach at room temperature overnight. The reaction mixture was cooled down to 0 C. and a mixture of alcohol (3.53 mmol) and TEA (16.06 mmol) in CH3CN (10 ml) was added dropwise. The mixture was stirred at 0 C. during 1 hour. N-Methylimidazole (19.27 mmol) was added at 0 C. and after 15 min at 0 C., the reaction mixture was stirred at room temperature during 2 hours. The mixture was quenched on a solution 0.5M phosphate buffer (pH=7) and the product was extracted with CH2Cl2. The organic layer was dried on Na2SO4, filtered and concentrated under reduced pressure. The crude was purified by silica gel chromatography (eluent: CH2Cl2/CH3CH2OH 0 to 20%) and by preparative MS/HPLC to give the expected compounds as a mixture of diastereoisomers. White solid; 1H NMR (DMSO-d6, 400 MHz) delta (ppm) 0.95 (s, 3H), 1.21-1.23 (m, 6H), 3.95 (s, 3H), 4.22-4.29 (m, 0.7H), 4.46-4.53 (m, 0.3H), 4.63-4.75 (m, 4H), 4.96-5.03 (m, 1H), 5.93 (brs, 1H), 6.07 (brs, 0.3H), 6.14 (brs, 0.7H), 6.48 (brs, 1H), 6.59 (s, 1H), 8.05 (s, 0.7H), 8.12 (brs, 0.3H); 31P NMR (DMSO-d6, 162 MHz) delta (ppm)-5.84 (s, 0.68P), -5.01 (s, 0.32P); MS (ESI) m/z=474.2 (MH+).

The synthetic route of 623-61-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PARSY, Christophe Claude; ALEXANDRE, Francois-Rene; DOUSSON, Cyril B.; DUKHAN, David; GOSSELIN, Gilles; RAHALI, Houcine; SURLERAUX, Dominique; US2013/315867; (2013); A1;,
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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 764-48-7, name is Ethylene Glycol Vinyl Ether. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of Ethylene Glycol Vinyl Ether

C. General procedure for the Heck arylation ofhydroxyalkyl vinyl ethers (le-f)An oven-dried, two-necked round-bottom flask containing a stir bar was charged with an aryl bromide 2 (1.0 mmol), Pd(OAc)2 (0.025 mmol), DPPP (0.05 mmol), [HNEt3][BF4] (1.5 mmol), and [bmim] [BF4] (2 mL) under nitrogen at room temperature. Following degassing three times, a hydroxyalkyl vinyl ether 1 (2.0 mmol) and HN1Pr2 (1.5 mmol) were injected sequentially. The flask was placed in an oil bath, and the mixture was stirred and heated at 115 0C. After an appropriate reaction time, the flask was removed from the oil bath and cooled to room temperature. A small sample was then taken for NMR analysis. The rest of the mixture was extracted with CH2Cl2 (3 x 20 mL), and the combined organic layer was washed with water until neutral, dried (Na2SO^, filtered, and concentrated in vacuo. The cyclic ketal derived from the arylated olefin was isolated out of the crude product by flash chromatography on silica gel using a mixture of ethyl acetate and hexane (10/90 to 20/80) containing 2% (in volume) triethylamine as eluant. The isolated yields of the products are given in Table 1.

With the rapid development of chemical substances, we look forward to future research findings about 764-48-7.

Reference:
Patent; THE UNIVERSITY OF LIVERPOOL; WO2007/57658; (2007); A1;,
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Synthetic Route of 2043-47-2 ,Some common heterocyclic compound, 2043-47-2, molecular formula is C6H5F9O, 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.

18.8 g (71.1 mmol) of the fluorinated alcohol (Fluorochem Limited) and 8.63 g (85.3 mmol) of triethylamine are dissolved in 120 ml of dry toluene. 8.82 g (35.6 mmol) of 5- nitroisophthaloyl chloride is slowly added portionwise to the reaction mixture at 0-100C under nitrogen atmosphere. A large mass of a white solid is formed and as the reaction became difficult to stir, 280 ml of dry toluene is added. The reaction mixture is stirred at room temperature for 12 hours. Then water (300 ml) is added, the suspension is stirred for 1 hour and the solid is filtered off, washed repeatedly with water and dried in an oven to give14.9 g of the compound of formula 108, white solid, m.p. 91-92C. 1H NMR: (300 MHz, acetone-Gfe): delta = 9.00 (br s, ArH, 2H); 8.95 (br s, ArH, 1H); 4.83 (t, J = 6.0 Hz, OCH2CH2CF2, 4H); 3.05-2.80 (m, OCH2CH2CF2, 4H).

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. 2043-47-2, 1H,1H,2H,2H-Nonafluoro-1-hexanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CIBA SPECIALTY CHEMICALS HOLDING INC.; WO2006/82166; (2006); A1;,
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Application of 4442-79-9, Adding some certain compound to certain chemical reactions, such as: 4442-79-9, name is 2-Cyclohexylethanol,molecular formula is C8H16O, 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 4442-79-9.

A flame-dried 50 mL flask was charged with 2-cyclohexylethanol (1.00 equiv., 696 mg, 5.00 mmol) in dry THF (10 mL). The mixture was cooled at 0 C and sodium hydride (60 wt% on mineral oil, 1.50 equiv., 300 mg, 7.50 mmol) was added in one portion. After stirring for 10 min, allyl bromide (1.50 equiv., 0.65 mL, 7.50 mmol) was added dropwise at the same temperature. The cooling bath was removed and the suspension was stirred at r.t. for 30 min. The reaction mixture was then heated to reflux for 16 h. After full conversion, the suspension was cooled to r.t. and quenched by the addition of a saturated aqueous solution of NH4Cl (10 mL). The biphasic mixture was then extracted with Et2O (3 x 10 mL). The combined organic layers were dried over Na2SO4, and concentrated in vacuo. The crude material was purified by column chromatography on silica gel (Pet.Ether/EtOAc 100:1); Colorless oil; 87% yield; 1H NMR (200 MHz, CDCl3) delta: 5.98-5.73 (1H, m, =CH), 5.21 (1H, d, J = 17.2 Hz, =CHH), 5.10 (1H, d, J = 10.4 Hz, =CHH), 3.90 (2H, d, J = 4.0 Hz, OCH2), 3.40 (2H, t, J = 6.6 Hz, OCH2), 1.76-1.49 (5H, m, 2 x CH2 and CH), 1.49-1.33 (3H, m, 3 x CHH), 1.22-1.05 (3H, m, 3 x CHH), 0.73-0.69 (2H, m, 2x CHH); 13C NMR (50 MHz, CDCl3) delta: 135.0, 116.4, 71.7, 68.2, 37.1, 34.4, 33.3, 26.5, 26.2; MS 169 [M+H]+.

According to the analysis of related databases, 4442-79-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Voutyritsa, Errika; Nikitas, Nikolaos F.; Apostolopoulou, Mary K.; Gerogiannopoulou, Anna Dimitra D.; Kokotos, Christoforos G.; Synthesis; vol. 50; 17; (2018); p. 3395 – 3401;,
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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.7397-62-8, name is Butyl 2-hydroxyacetate, molecular formula is C6H12O3, molecular weight is 132.16, as common compound, the synthetic route is as follows.Recommanded Product: 7397-62-8

EXAMPLE 4 A suspension of 3-chloro-2-(2,4-difluoro-5-nitrophenyl)-4,5,6,7-tetrahydro-2H-indazole (10 g), butyl glycollate (5 g) and potassium fluoride (10 g) in dioxane (30 g) was refluxed for 1 hour. After completion of the reaction, the reaction mixture was poured into water and extracted with ethyl acetate. The extract was dried over magnesium sulfate and concentrated. The residue was purified by liquid column chromatography using a mixture of hexane and ethyl acetate as an eluent to give 3-chloro-2-(2-fluoro-4-butyloxycarbonylmethoxy-5-nitro-phenyl)-4,5,6,7-tetrahydro-2H-indazole (10.2 g). m.p., 138-139 C. 1 H-NMR (delta, CDCl3): 0.92 (t, 3H, J=6 Hz), 1.1-2.1 (br, 8H), 2.1-2.9 (br, 4H), 4.2 (t, 2H, J=6 Hz), 4.8 (s, 2H), 6.82 (d, 1H, J=11 Hz), 8.03 (d, 1H, J=8 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7397-62-8, Butyl 2-hydroxyacetate, and friends who are interested can also refer to it.

Reference:
Patent; Sumitomo Chemical Company, Limited; US4877444; (1989); A;,
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Related Products of 14320-38-8, 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 14320-38-8, name is Cyclopent-3-enol. This compound has unique chemical properties. The synthetic route is as follows.

Cyclopent-3-en-1-yl 4-methylbenzenesulfonate To a solution of cyclopent-3-ene-1-ol (70.2 g, 835 mmol) in pyridine (150 mL) and DCM (300 ml) cooled at 4 C. under N2 atm was added slowly with stirring 4-toluene-sulfonyl chloride (175 g, 918 mmol). The mixture was then stirred under N2 atm at this temperature for 1 h, then stood in cold room at 4 C. for 48 h. Most of the dichloromethane was evaporated at reduced pressure. The mixture was diluted with EtOAc/Hexane (20%, 600 ml) and washed with water (5*) and brine. The aqueous phases were back extracted with EtOAc/hexanes (20%, 1*400 ml), the organic layers combined, dried over MgSO4, and then filtered through a short plug (3 cm*11 cm) of silica (washed with a further 1000 ml 20% EtOAc/Hexane). The solvent was evaporated at reduced pressure to give a colorless oil. The residual solvent in the crude product was azeotroped with hexanes then twice with toluene. The resulting colorless oil was further dried by azeotroping once with hexanes and then crystallizing by diluting with an equal volume of hexane and heating at 50 C. The resulting biphasic mixture of colorless oil and solids in hexanes was allowed to age at RT overnight. The solid was removed by filtration and washed with cold hexanes and then dried in-vacuum to give the title compound (173 g, 727 mmol, 87%). 1H NMR (CHLOROFORM-d) delta: 7.79 (d, J=7.9 Hz, 2H), 7.34 (d, J=7.9 Hz, 2H), 5.65 (s, 2H), 5.11-5.24 (m, 1H), 2.59-2.67 (m, 2H), 2.48-2.55 (m, 2H), 2.45 (s, 3H).

According to the analysis of related databases, 14320-38-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Board of Regents, The University of Texas System; LEWIS, Richard T.; HAMILTON, Matthew; JONES, Philip; PETROCCHI, Alessia; REYNA, Naphtali; MCAFOOS, Timothy; CROSS, Jason Bryant; SOTH, Michael J.; US2020/24236; (2020); A1;,
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Synthetic Route of 15258-73-8, 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. 15258-73-8, name is (2,6-Dichlorophenyl)methanol, molecular formula is C7H6Cl2O, 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 compound 8a (1.08 g, 10 mmol) and Et3N (1.52g, 15 mmol) in anhydrous DCM (100 mL) was added dropwisemethanesulfonyl chloride (1.36 g, 12 mmol) in anhydrous DCM(20 mL). The mixture was stirred for 12 h while being cooled withan ice-water bath. DCM was evaporated under vacuum. The residuewas dissolved in EtOAc (100 mL) and washed with 10% HCl(3 100 mL), saturated NaHCO3 (3 100 mL) and brine (3 100mL), and then dried over MgSO4 overnight. EtOAc was evaporatedto give 11a as yellow oil (1.77 g, yield: 95%). ESI-MS m/z 187.4 [M+H]+. The crude product was used directly in the next reactionwithout further purification.Compounds 11b-11w, 11aa-11ff and 23a-23h were preparedusing the same procedure described above.

According to the analysis of related databases, 15258-73-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cao, Jiangying; Ma, Chunhua; Zang, Jie; Gao, Shuai; Gao, Qianwen; Kong, Xiujie; Yan, Yugang; Liang, Xuewu; Ding, Qin’ge; Zhao, Chunlong; Wang, Binghe; Xu, Wenfang; Zhang, Yingjie; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3145 – 3157;,
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Electric Literature of 111-45-5, 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 111-45-5, name is 2-(Allyloxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: In the fume hood, a 3 mL vial equipped with a screw cap and a magnetic stirring bar was charged with thecatalyst (0.01 mmol), and with 1 mmol of allylbenzene (stored under air). THF (stored under air) was added to the flaskto obtain 0.25 mL of a 4 M solution. The cap was closed and the reaction mixture was stirred and heated in an oil bathat 35 C. Conversions, yields, and Z-selectivities were determined from analysis of the 1H NMR spectrum.(28)

According to the analysis of related databases, 111-45-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bergen Teknologioverf°ring AS; Jensen, Vidar Remi; Occhipinti, Giovanni; EP2826783; (2015); A1;,
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Related Products of 4277-34-3, Adding some certain compound to certain chemical reactions, such as: 4277-34-3, name is Cyclooct-4-enol,molecular formula is C8H14O, 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 4277-34-3.

(Z)-Cyclooct-4-enol (2.0 g, 15.8 mmol) was added slowly to a suspension of sodium hydride (1.3 g of 60% dispersion in mineral oil, 31.7 mmol) in 50 mL THF. This was stirred at reflux for 1 hour, then a solution of iodoacetic acid (2.9 g, 15.8 mmol) in 10 mL THF was added and reflux was continued for 4 hours, then the reaction was cooled to room temperature and concentrated under reduced pressure. The residue was dissolved in 10% NaOH(aq) (50 mL) and extracted with Et2O (2×25 mL). The pH of the aqueous solution was lowered to (4) by the addition of 6N HCl and extracted again with DCM (2×25 mL). Separately, the organic solutions were dried (MgSO4), filtered, and concentrated by rotary evaporator. The ether extraction resulted in 1.0 g of starting (Z)-cyclooct-4-enol and the DCM extraction resulted in 1.9 g of (Z)-2-cyclooct-4-enyloxy)acetic acid (2) (65.5% 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. 4277-34-3, Cyclooct-4-enol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE GENERAL HOSPITAL CORPORATION; Reiner, Thomas; Keliher, Edmund J.; Weissleder, Ralph; US2013/309170; (2013); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 575-03-1, 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 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin. This compound has unique chemical properties. The synthetic route is as follows.

To a 100 mL reaction flask was added 2.8 g (0.01 mol) of dihydroartemisinin and 1.01 g (0.01 mol) of triethylamine,30 mL of dry methylene chloride was added, stirred to dissolve, cooled to -5 ° C, and 1.4 mL (0.01 mol) of trifluoroacetic acid Anhydride, and the reaction was continued at 0 ° C for 8 hours to obtain 10-trifluoroacetoxy dihydroartemisinin in dichloromethane, without Need to be processed, directly for the next step reaction. To the solution prepared above, 2.3 g of 7-hydroxy-4-trifluoromethylcoumarin was added (0.01 mol), and the reaction was continued for 14 hours at room temperature (TLC monitoring reaction end point). To the reaction solution was further added 30 mLDichloromethane, the organic layer was separated and washed 5 times (5 x 20 mL) with saturated sodium bicarbonate solution, dried over anhydrous sodium sulfate Phase, the desiccant was filtered off and the dichloromethane was distilled off under reduced pressure to give the crude product which was purified by column chromatography (200-300 mesh silica gel, petroleum ether: acetic acid Ethyl ester = 8: 1) to give 2.53 g of a white solid in 51percent yield.

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 575-03-1, 7-Hydroxy-4-(trifluoromethyl)coumarin.

Reference:
Patent; Shenyang Pharmaceutical University; Guo, Chun; Tian, Ye; Hou, Zhuang; Guo, Mengbi; Li, Jianteng; Mou, Yanhua; Xia, Mingyu; (25 pag.)CN106188088; (2016); A;,
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