Tag: M.W=200-300

Related Products of 307353-32-8, 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. 307353-32-8, name is Methyl 3-bromo-5-(hydroxymethyl)benzoate. A new synthetic method of this compound is introduced below.

TBDPS-Cl (15.9 mL, 16.8 g, 61.21 mmol) was added to a solution of methyl 3-bromo-5-(hydroxymethyl)benzoate (10 g, 40.8 mmol) in CH2Cl2 (408 mL) at 23 C. and stirred for 1 h. The resultant heterogeneous reaction mixture was filtered and concentrated in vacuo. The residue was purified by flash chromatography (Combi-flash Rf, Hex/EtOAc=0-10% gradient) to afford the title compound (18.2 g, 37.6 mmol, 92%) as a white solid. 1H NMR (400 MHz, chloroform-d) delta 8.05 (s, 1H), 7.89 (s, 1H), 7.76-7.64 (m, 5H), 7.48-7.34 (m, 6H), 4.75 (s, 2H), 3.91 (s, 3H), 1.11 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,307353-32-8, Methyl 3-bromo-5-(hydroxymethyl)benzoate, and friends who are interested can also refer to it.

Reference:
Patent; Vanderbilt University; Gogliotti, Rocco D.; Stauffer, Shaun R.; Jeon, KyuOk; Salovich, James M.; Macdonald, Jonathan D.; Mills, Jonathan J.; Meyers, Kenneth M.; Alvarado, Joseph R.; Han, Changho; Fesik, Stephen W.; Lee, Taekyu; (177 pag.)US2020/55824; (2020); A1;,
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Electric Literature of 24034-73-9 , The common heterocyclic compound, 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol, molecular formula is C20H34O, 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.

[0294] The resulting 2E-conjugated ester 8 was reduced to the corresponding 2E-alcohol 9 by means of a lithium aluminum hydride (LAtI) treatment, which was then converted into the corresponding 2E,6ES 1 QE-geranylgeranyS bromide 10 by means of phosphorus tribromide (PBr3) treatment in ethyl ether (EE) or with Ph3P and CBr4 in acetonitriie (ACN) at 0C. Furthermore, the interaction of carbanion (derived from ethyl acetoacetate 5 and sodium ethoxide) with the bromide 10 at 0C afforded the desired 2E.6E, 10E-gerany{geranyl ketoester 11, a precursor needed for 5E.9E, 13E-geraByigeranyl acetone 1. The subsequent ester hydrolysis and decarboxylation of ketoester 11 using aq. 5N KOH at 80C yielded the requisite 5E.9E, 13E-geranyJgeranyl acetone 1. TLC Rf: 0.28 (5% Ethyl Acetate in Hexanes); LC Retention time: 16.68 min; MS (m e): 313 [M – 18 + H]+, 331 (MH]+, 353 [M – Kj,

The synthetic route of 24034-73-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; WO2014/107686; (2014); A1;,
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Synthetic Route 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.

To a flask charged with (3-bromo-2-methylphenyl)methanol (6.0 g, 30 mmol) was added a IM TFA solution of Thallium Trifiuoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at RT overnight. Analysis by TLC showed no starting material remaining. The solvent was removed under vacuum, and the residue was pumped under high vacuum for 30 min to ensure complete removal of TFA. To the residue was then added Palladium(II) Chloride (529 mg, 2.98 mmol), Lithium Chloride (2.53 g, 59.7 mmol), Magnesium Oxide (2.41 g, 59.7 mmol), and MeOH (150 mL). The reaction was flushed with CO twice, and kept under CO at room temperature. Analysis by LC showed a big product spot within 2 hours. To this solution was added ethyl acetate to precipitate the salts. The black solution was filtered through a celite pad, washed with EtOAc, adsorbed onto silica and purified by silica gel chromatography to afford 5-bromo-4- methyl-2-benzofuran-l (3H)-one. 1H-NMR (500 MHz, CDCl3) delta ppm 7.71 (d, J= 8.0 Hz, IH), 7.58 (d, J= 8.0 Hz, IH), 5.25 (s, 2H), 2.37 (s, 3H).

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; MERCK SHARP &; DOHME CORP.; PASTERNAK, Alexander; SHAHRIPOUR, Aurash; TANG, Haifeng; TEUMELSAN, Nardos, H.; YANG, Lihu; ZHU, Yuping; WALSH, Shawn, P.; WO2010/129379; (2010); A1;,
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Related Products of 101597-25-5, Adding some certain compound to certain chemical reactions, such as: 101597-25-5, name is 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol,molecular formula is C17H16O3, 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 101597-25-5.

Analogously to a literature procedure32 TMSCl (0.30mL, 2.4mmol) was added to a solution of alkyne 11g27 (0.46g, 1.7mmol), DMAP (11mg, 0.090mmol) and TEA (0.38mL, 2.7mmol) in THF (3mL) at 25C. After stirring for 4h at 25C the mixture was quenched with 85 H2O, extracted with Et2O, dried with Na2SO4 and evaporated to dryness. The crude product was purified by flash chromatography with PE/EtOAc (97:3). Colorless oil (510mg, 88%). IR (Film): =3283, 3000, 2956, 2903, 2836, 1607, 1585, 1507, 1464, 1441, 1415, 1303, 1249, 1195, 1172, 1119, 1079, 1035, 1024, 1006, 936, 916, 883, 842, 806, 782, 756, 636cm-1. 1H NMR (500MHz, CD2Cl2) delta 0.11 (s, 9H), 2.93 (s, 1H), 3.77 (s, 6H), 6.79-6.84 (m, 4H), 7.41-7.46 (m, 4H) ppm. 13C NMR (126MHz, CD2Cl2) delta 1.75, 55.77, 75.35, 76.94, 87.31, 113.71, 127.71, 139.29, 159.44ppm. HRMS (EI): [M]+ calcd. for C20H24O3Si, 340.1495; found 340.1486.

According to the analysis of related databases, 101597-25-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Toth, Krisztian; Hoefner, Georg; Wanner, Klaus T.; Bioorganic and Medicinal Chemistry; vol. 26; 22; (2018); p. 5944 – 5961;,
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Application of 64372-62-9, 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. 64372-62-9, name is 2-Chloro-5-(trifluoromethyl)benzyl alcohol. A new synthetic method of this compound is introduced below.

A 3 M K2CO3 solution is prepared by adding solid K2CO3 (31 g, 0.22 mol) to water (100 mL). Cooling is applied to keep the solution at 20-25 C. (2-chloro-5-(trifluoromethyl)phenyl) methanol (compound of formula 13) (17.5 g, 84 mmol), and boronic acid 5 (Scheme 3 ) (18.1 g, 85 mmol) are added to the K2C03 followed by THF (100 mL) rinse. The solution is degassed by sparging with argon gas for 20 min. The catalyst, 1 ,1 bis(di-tert- butylphosphino)ferrocene palladium dichloride (300 mg, 0.55 mol%) is added. The organic layer tums dark brown immediately. The biphasic mixture is aged at 35-45 C with vigorous stirring for 32 hours. The mixture is cooled to room temperature and water (150 mL) is added, followed by petrol ether (150 mL) and the aqueous layer is removed. The organic layer was washed with water (2><200 mL) and filtered through silica gel and the solvent is removed under reduced pressure to yield brownish oil which is crystallized from heptane to give a pale white solid (28.5 g, 80%). mp 93.5-95.5 C; 1H NMR (CDCI3) delta 1.24 (d, J = 6.9 Hz, 6H), 1 .95 (t, J = 6.1 Hz, 1 H), 3.21 (sept, J = 6.9 Hz, 1 H), 3.73 (s, 3H), 4.49 (m, 2H), 6.68 (d, J = 12.0 Hz, 1 H), 6.99 (d, J = 8.6 Hz, 1 H), 7.30 (d, J = 7.9 Hz, 1 H), 7.59 (dd, J1 = 8.0 Hz, J2 = 1 .3 Hz, 1 H), 7.86 (d, J = 0.7 Hz, 1 H). The impurity (5'-ethyl-4'-fluoro-2'-methoxy-4-(trifluoromethyl)biphenyl-2-yl)methanol (~ 3 %), which is formed from 5-ethyl-4-fluoro-2-methoxyphenylboronic acid present in the starting material under the conditions described in Step 5, was detected in the product. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,64372-62-9, its application will become more common. Reference:
Patent; LEK PHARMACEUTICALS D.D.; HUMLJAN, Jan; MARAS, Nenad; WO2013/91696; (2013); A1;,
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Reference of 2425-41-4 , The common heterocyclic compound, 2425-41-4, name is (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol, molecular formula is C12H16O4, 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.

20 g of 60 wt% NaH (Mw = 24 ? 0, 0.5 mol) were dispersed in 200 mL of dry tetrahydrofuran. 44.8 g of 2- ((2-phenyl) -1,3-dioxocyclohexyl) -1,3-propanediol (Mw = 224.25, 0.2 mol) were dissolved in 400 mL of dry tetrahydrofuran and suspended in NaH at room temperature Liquid, 25-30 C after the addition was continued for 2 hours. Cooled to 10 C, 42.6mol dimethyl sulfate (0.45mol) was added dropwise, after completion of the reaction was continued at room temperature for 4 hours, the reaction was refluxed for 4 hours. The reaction was stopped and 100 mL of water was added dropwise. The organic phase is washed twice with water, dried and filtered. The solvent was distilled off and the residue was distilled under reduced pressure to obtain about 46.3 g of product, yield 92%.

The synthetic route of 2425-41-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sinopec Corporation; Sinopec Corporation Beijing Chemical Institute; Zhou Qilong; Zhang Rui; Song Weiwei; Tan Zhong; Xu Xiudong; Yan Lian; Li Fengkui; Yu Jinhua; Yin Shanshan; (14 pag.)CN104591979; (2016); B;,
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Adding a certain compound to certain chemical reactions, such as: 149965-40-2, (5-Bromo-2-chlorophenyl)methanol, 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, SDS of cas: 149965-40-2, blongs to alcohols-buliding-blocks compound. SDS of cas: 149965-40-2

To a solution of 5-bromo-2-chlorobenzyl alcohol (3.00 g, 13.6 mmol) in DMF (10 ml) was added under a nitrogen atmosphere imidazole (2.89 g, 42.0 mmol). After cooling to 0 C. tert-butyldimethylchlorsilan (3.37 g, 22.3 mmol) was added and the reaction mixture was stirred for 18 h in a thawing ice bath. It was diluted with water (20 ml) and extracted with EtOAc (20 ml). The aqueous layer was extracted with ethyl acetate (20 ml) and the organic layers were washed with water (20 ml) and brine (20 ml) and were dried over sodium sulfate. Concentration and purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 80:20) afforded the title compound (4.35 g, 96%) as a colorless liquid. MS m/e: 279.0 [M-tBu]+.

The synthetic route of 149965-40-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Knust, Henner; Nettekoven, Matthias; Pinard, Emmanuel; Roche, Olivier; Rogers-Evans, Mark; US2009/312314; (2009); A1;,
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Application of 23783-42-8, 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 23783-42-8, name is 2,5,8,11-Tetraoxatridecan-13-ol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of tetraethyleneglycol monomethyl ether (2) (10.0 g, 48.0 mmol) and pyridine (84 mL) in CH2Cl2 (170 mL), solid p-toluenesulfonyl chloride (22.0 g, 115.4 mmol) was added portion-wise at -20 C under nitrogen. The resulting reaction mixture was stirred for 2 days at -20 C. Then, the reaction mixture was allowed to warm to room temperature and water (200 mL) was added. The aqueous layer was extracted with CH2Cl2 (150 mL × 3). The combined organic fractions were dried over MgSO4 and the solvent was removed under reduced pressure. The crude product was purified by chromatography on silica (1:1 EtOAc:hexanes; Rf = 0.3) to yield 3 as a colorless oil, 16.4 g, 94%.1H NMR (500 MHz, CDCl3): delta = 7.80 (d, Ar, 2H), 7.34 (d, Ar, 2H), 4.16 (t, 2H), 3.66 (t, 2H), 3.62-3.65 (m, 6H), 3.58 (s, 4H), 3.532-3.56 (m, 2H), 3.34 (s, 3H), 2.43 (s, 3H). 13C NMR (125 MHz, CDCl3): delta = 144.71 (s, CSO2O), 132.94 (s, CH3CCH), 129.74 (s, CHCHCSO2), 127.89 (s, CCHCH), 71.79, 70.57, 70.46, 70.44, 70.38, 70.36, 69.20, 68.52, 58.94 (CH3OCH2), 21.56 (CH3CHCH). Data was consistent with a previously reported compound [5].

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 23783-42-8, 2,5,8,11-Tetraoxatridecan-13-ol.

Reference:
Article; Wu, Xinping; Boz, Emine; Sirkis, Amy M.; Chang, Andy Y.; Williams, Travis J.; Journal of Fluorine Chemistry; vol. 135; (2012); p. 292 – 302;,
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Synthetic Route of 112-70-9, 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. 112-70-9, name is 1-Tridecanol. A new synthetic method of this compound is introduced below.

EXAMPLE 2 [00076] The following Example describes the condensation esterification of DDDA using p-toluenesulfonic acid catalyst and the preparation of DDDA diester using a mixture of 50 mole % Telomer alcohol and 50 mole % Exxal 13 followed by a ?dewaxing? hexane extraction to remove the symmetrically fluorinated component from the mixed ester product. [00077] A mixture of 230.3 g DDDA (1.0 mole), 474.64 g Telomer alcohol (1.05 mole), 207.91 g Exxal 13 (1.05 mole), and 1.9 g p-toluenesulfonic acid (0.01 mole) were charged to a reactor fitted with a Dean-Stark trap and condenser. The Dean-Stark trap was filled with additional Exxal 13. The reaction was heated and sparged with nitrogen to remove water. The nitrogen sparge was removed and the reaction heated to 280 C. under vacuum (0.07 kPa). A portion of the crude ester (610 g) was stirred with 1700 g hexane. The hexane solution was decanted and filtered from undissolved, highly fluorinated material. The hexane solution was treated with activated charcoal and filtered, then with basic alumina and filtered again. Hexane was removed by distillation. Elemental analysis of the residue showed 29.56% F, in good agreement with 28.3% F by 1H NMR analysis. [00078] FIG. 3 shows the wear performance of this high-F-content material in 150N oil. The range of fluorine concentrations shown in FIG. 3 corresponds to weight concentrations of diester ranging up to 1%. Samples of 150N containing 0.25% diester (equivalent to 0.07%F) or more were hazy at ambient temperature, due to the limited solubility of the highly fluorinated diester component, RfO(O)C-(CH2)x-C(O)ORf, but were homogeneous at the 80 C. BOCLE test temperature. The response is very non-linear. A very strong anti-wear effect is obtained with only very small concentrations of the additive. The properties of the mixture of 150N oil and additive are much better than the properties expected based on simple linear effects and overall composition. The anti-wear performance achieved in FIG. 3, through use of the non-symmetrical, partially fluorinated diesters of the present invention, without other additives, is comparable to that of fully formulated motor oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,112-70-9, 1-Tridecanol, and friends who are interested can also refer to it.

Reference:
Patent; E. I. du Pont de Nemours and Company; US6734320; (2004); B2;,
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Application of 2615-15-8, 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 2615-15-8, name is 3,6,9,12,15-Pentaoxaheptadecane-1,17-diol. This compound has unique chemical properties. The synthetic route is as follows.

Step 1: Preparation of 3,6,9,12,15-pentaoxaheptadecane-1,17-diol ditosylate A solution of 73.91 g of p-toluenesulfonyl chloride (0.389 mol) in 400 mL of methylene chloride is added dropwise with stirring over a 2.5 hrs period to 400 mL of methylene chloride containing 50 g of hexaethylene glycol (0.177 mol) and 64 mL of triethylamine (39.36 g, 0.389 mol) at 0 C. The mixture is stirred for one hr at 0 C. and heated to ambient temperature for 44 hrs. The mixture is filtered and the filtrate concentrated in vacuo. The resulting residue is suspended in 500 mL of ethyl acetate and filtered. The filtrate is concentrated in vacuo to a yellow oil which was triturated eight times with 250 mL portions of warm hexane to remove unreacted p-toluenesulfonyl chloride. The resulting oil is then concentrated under high vacuum to yield 108.12 g of a yellow oil (quantitative yield). Analysis: Calculated for C26 H38 O11 S2: Calc.=C, 52.87; H, 6.48. found: C, 52.56; H, 6.39. PMR (“proton magnetic resonance”): (60 MHz, CDCl3) delta: 2.45 (s, 6H); 3.43.-3.8 (m, 20H); 4.2 (m, 4H); 7.8 (AB quartet, J=8 Hz, 8H). IR (“infrared”): (neat) cm-1: 2870, 1610, 1360, 1185, 1105, 1020 930, 830, 785, 670.

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 2615-15-8, 3,6,9,12,15-Pentaoxaheptadecane-1,17-diol.

Reference:
Patent; Applied Gene Technologies, Inc.; US6379930; (2002); B1;,
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