Category: alcohols-buliding-blocks

Synthetic Route of 33420-52-9 ,Some common heterocyclic compound, 33420-52-9, molecular formula is C3H6F2O, 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 tert-butyl 4-(1-(4-(methoxycarbonyl)-3-methylthiophen-2-yl)propylidene)piperidine-1-carboxylate (12.1 g, 31.9 mmol) was added HC1 in dioxane (30 mL, 120 mmol). After stirring for 30 min the reaction was evaporated to dryness to give the crude amine hydrochloride salt as a white solid foam. To a stirred solution of 2,2-difluoropropan-l-ol (16.3 g, 170 mmol) and pyridine (16.3 mL, 202 mmol) in CH3CN (250 mL) at 0 C in an ice bath was added dropwise Tf20 (28 mL, 166 mmol). The reaction was stirred for 30 min at 0 C, then added cold to a slurry of the above amine hydrochloride and K2C03 (46.8 g, 339 mmol) in CH3CN (100 mL). The reaction was rinsed down with CH3CN (50 mL). The reaction was allowed to warm to RT, heated to 50 C and stirred for 6 h. The reaction was evaporated to dryness under vacuum, taken up in DCM, washed with water, brine, dried (Na2S04), filtered, and concentrated under vacuum. The residue was purified by silica gel chromatography (Isco RediSep Rf Gold 120g, 5 to 15% EtOAc in hexanes). The pure fractions were combined and evaporated to dryness under vacuum to give methyl 5-(1-(1-(2,2- difluoropropyl)piperidin-4-ylidene)propyl)-4-methylthiophene-3 -carboxylate ( 10.05 g, 24.74 mmol, 78 % yield) as a colorless oil. 1H NMR (400 MHz, CDCl3) delta 8.03 (s, 1H), 3.86 (s, 3H), 2.70 (t, J=12.6 Hz, 4H), 2.57 – 2.43 (m, 4H), 2.32 (br. s., 2H), 2.25 (s, 3H), 2.06 (br. s., 2H), 1.67 (t, J=18.8 Hz, 3H), 0.94 (t, J=7.5 Hz, 3H). MS(ES) [M+H]+ 358.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33420-52-9, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; KNIGHT, Steven David; NEWLANDER, Kenneth Allen; TIAN, Xinrong; (112 pag.)WO2016/66697; (2016); A1;,
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Application of 17701-61-0, Adding some certain compound to certain chemical reactions, such as: 17701-61-0, name is Benzyl 3-hydroxy-2,2-dimethylpropanoate,molecular formula is C12H16O3, 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 17701-61-0.

(a) To a solution of 4-isopropyl-6-hydroxy-2-(1-phenyl-3-trifluoromethylpyrazol-5-yl-oxymethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide (1 g; 2.08 mmol) in THF containing (Ph)3 P (550 mg; 2.09 mmol) and DEAD (360 mg; 2.07 mmol) was added benzyl 2,2-dimethyl-3-hydroxypropionate (440 mg;2.099 mmol) and the resulting mixture was stirred at room temperature for 15 hours. The mixture was concentrated in vacuo and the residue was purified by flash chromatography (silica gel) to afford 440 mg (32%) of 4-isopropyl-6-[2-(phenylmethyloxycarbonyl-2-methyl)propoxy]-2-(1-phenyl-3-trifluoromethylpyrazol-5-yl-oxymethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide (Formula I: R1 =Ph; R2 =CF3; R3 =H; R4 =CH(CH3)2; R5 =6-OCH2 C(CH3)2 CO2 CH2 Ph) as a gum.

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. 17701-61-0, Benzyl 3-hydroxy-2,2-dimethylpropanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sanofi; US5750550; (1998); A;,
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Related Products of 2516-33-8, 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 2516-33-8, name is Cyclopropylmethanol. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of cyclopropanemethanol (1.00 g, 0.90 mL, 13.87 mmol) and pyridine (1.43 g, 1.45 mL, 18.03 mmol) in acetonitrile (80 mL) was added N,N’-disuccinimidyl carbonate (4.62 g, 18.03 mmol) in one portion and the solution was heated to 40 C. for 4 h. After cooling to room temperature, the solvent was evaporated to dryness and the residue was taken up in dichloromethane (150 mL), washed with saturated aqueous sodium bicarbonate (2×150 mL) and saturated brine (100 mL), dried (MgSO4) and concentrated to afford cyclopropanemethanol-(CO.N-hydroxysuccinimide) (2.93 g, 99%), as a colourless oil that was used without further purification.

According to the analysis of related databases, 2516-33-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHIRE LLC; US2012/65152; (2012); 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. 6966-10-5, name is (3,4-Dimethylphenyl)methanol, molecular formula is C9H12O, 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. Product Details of 6966-10-5

General procedure: To a solution of phenylmethanols 5a-w (5 mmol) dissolved in methylene chloride (50 mL) in an ice-water bath was added phosphorus tribromide (5.5 mmol), and the mixture was stirred at the same temperature for 30 min. The mixture was washed with cool water, dried over anhydrous Na2SO4 and concentrated under reduced pressure to yield (bromomethyl)benzenes 6aew as offwhite solids or light yellow oils

With the rapid development of chemical substances, we look forward to future research findings about 6966-10-5.

Reference:
Article; Feng, Lianshun; Lv, Kai; Liu, Mingliang; Wang, Shuo; Zhao, Jing; You, Xuefu; Li, Sujie; Cao, Jue; Guo, Huiyuan; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 125 – 136;,
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Adding a certain compound to certain chemical reactions, such as: 112-70-9, 1-Tridecanol, 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, Recommanded Product: 112-70-9, blongs to alcohols-buliding-blocks compound. Recommanded Product: 112-70-9

EXAMPLE 3 [00079] The following Example describes the condensation esterification of DDDA using methanesulfonic acid catalyst and the preparation of DDDA diester using a mixture of 50 mole % Telomer alcohol-L and 50 mole % Exxal 13. [00080] A 500 mL round bottom flask was charged with 69.06 g DDDA (MW 230.3, 0.3 mole), 130.41 g Telomer alcohol-L (average molecular weight?414, 0.315 mole), 62.37 g Exxal 13 tridecyl alcohol from Exxon (FW?198, 0.315 mole), 0.29 g methanesulfonic acid (MW 96.1, 0.003 mole), and 100 g mixed xylenes. The reaction flask was fitted with an 8 Vigreux column topped with a Dean-Stark trap and condenser. The reaction was heated to reflux to drive off water, which was separated in the Dean-Stark trap, xylene overflow being returned to the reaction flask. The reaction was followed by water removal and by periodic sampling and titration for acid number. [00081] After 10 and ½ hours reaction time, the acid number had decreased to 1.6 mg KOH/g, and the reaction was considered to be complete. [00082] The reaction product was brown. The reaction product was washed, at 70-80 C., with 330 g of 0.2% aqueous sodium hydroxide. Phases were inverted, with a brown aqueous phase on top and the denser ester phase on the bottom. The lower ester phase was very cloudy. After separating the caustic wash, the ester phase was washed three times with 300 mL portions of warm water. The acid number was 0.56 mg KOH/g. [00083] The crude ester was sparged with nitrogen and heated from room temperature to a temperature of 210-220 C. over a period of 90 minutes to remove xylene, water, and other low boilers. [00084] The yield was 215.72 g of a waxy tan solid having an acid number 0.75 mg KOH/g. [00085] The same basic procedure as above was used to prepare other partially fluorinated esters, listed in Table 5. In all cases, the non-fluorinated alcohol was Exxal 13, tridecyl alcohol from Exxon. Due to difficulty obtaining reliable F elemental analysis, ester end groups were also analyzed by 1H NMR. The chemical shift region between 3.5 and 4.5 ppm downfield of tetramethylsilane reveals the CH2 protons attached to the ester oxygen. In the case of Rf, these CH2 protons are cleanly separated and downfield from the CH2 protons of Rh. The relative molar amounts of Rf and Rh can be calculated from the integrals of these two groups. Where elemental analysis and NMR disagree, the NMR method is believed to be more reliable. Table 5. Partially fluorinated esters prepared by condensation esterification using methanesulfonic acid catalyst[TABLE-US-00006] Mole fractionAcid PartiallypartiallynumberWt % FWt %Prepara- Fluorinatedfluorinated(mg(elementalF (bytionDiacidalcoholalcoholKOH/g)analysis)NMR) 9AdipicTelomer0.0250.341.922.6 alcohol-L10AdipicTelomer0.0250.292.253.2 alcohol11AzelaicTelomer0.02501.831.66 Alcohol-L12C14Telomer0.0250.271.391.28 diacidalcohol-L13CorfreeTelomer0.02501.231.39 M1alcohol-L14CorfreeTelomer0.0250.61.321.49 M1alcohol-L15DDDAPoly HEPO0.0250.14.17 alcohol16DDDATelomer0.025 alcohol17DDDATelomer0.0250.552.12.4 alcohol18DDDATelomer0.0250.131.862 alcohol19DDDATelomer0.0230.100 alcohol20DDDATelomer0.024000 alcohol21DDDATelomer0.0250.181.872.1 alcohol-L22DDDATelomer0.1250.243.019.47 alcohol-L23DDDATelomer0.050.2 4.06 alcohol-L24DDDATelomer0.0250.181.821.92 alcohol-L25DDDATelomer0.250.316.6817.3 alcohol-L26DDDATelomer0.50.75134.634.3 alcohol-L27DDDATelomer0.0250.272.363.4 ethoxylate alcohol28SebacicTelomer0.0250.21.581.63 alcohol-L29SubericTelomer0.0250.260.721.91 alcohol-L [00086] FIG. 4 shows the wear and friction performance of a low-F-content material (?2% F), sample 18 in Table 5, in 150N oil. This low-F-content material was completely soluble even at 20% by weight concentration (0.4 wt. percent F). FIG. 5 compares the anti-wear performance of this low-F material to a similar non-fluorinated diester, ditridecyl dodecanedioate (Hatcol 2907, from Hatco), showing the significant improvement in wear performance from only a very small amount of F incorporation. [00087] Anti-wear and friction reducing performance of different chain length diesters from C6 to C14 was compared. All of these non-symmetric, partially fluorinated diesters imparted some benefits, with the longer chain diacids giving the greater benefits. Therefore, the preferred number of carbon atoms in the backbone is 9 or more or the wear scar by the BOCLE test as described herein is less than about 0.75 when the additive is present at about 0.2% fluorine.

The synthetic route of 112-70-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. du Pont de Nemours and Company; US6734320; (2004); B2;,
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Adding a certain compound to certain chemical reactions, such as: 3391-86-4, Oct-1-en-3-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, Computed Properties of C8H16O, blongs to alcohols-buliding-blocks compound. Computed Properties of C8H16O

General procedure: A solution containing 6.4 × 10-3mmol of precatalyst and0.13 mmol of substrate (20 equiv.) in 2 mL of THF was transferred into a 5 mL glass vial which was then placed under argon into a stainless steel autoclave equipped with a magnetic stirring bar. The reaction vessel was pressurized with H2 to 30 bar and stirred for the desired time at room temperature. Then pressure was released andthe reaction vessel was stirred for the desired time at controlledtemperature under a dihydrogen atmosphere at 1 bar. Alterna-tively, after venting the H2pressure used for the catalyst activation,the residual H2was purged with argon by continuous flushingbefore continuing the reaction. The pure products were obtainedby chromatography of the reaction mixture on silica gel using dichloromethane as eluent and then analyzed by NMR spectrosopyand chiral GC for the determination of the yields and enantiomeric excesses.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3391-86-4, Oct-1-en-3-ol, and friends who are interested can also refer to it.

Reference:
Article; Titova, Ekaterina M.; Rahaman, S.M. Wahidur; Shubina, Elena S.; Poli, Rinaldo; Belkova, Natalia V.; Manoury, Eric; Journal of Molecular Catalysis A: Chemical; vol. 426; (2017); p. 376 – 380;,
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Reference of 108-16-7, 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 108-16-7 as follows.

EXAMPLE 42 N-{5-chloro-2-[2-(dimethylamino)-1-methylethoxy]phenyl}-N’-(5-cyano-2-pyrazinyl)urea The desired product (2.9 mg, 6%) was prepared by substituting 1-(dimethylamino)-2-propanol (10.3 mg, 0.10 mmol) for 2-cyclohexen-1-ol in Example 1. MS (ESI(-)) m/z 373 (M-H)-; 1H NMR (500 MHz, DMSO-d6) delta 10.90 (s, 1H), 9.90 (br s, 1H), 8.96 (s, 1H), 8.95 (s, 1H), 8.29 (d, J=2.5 Hz, 1H), 7.28 (d, J=8.7 Hz, 1H), 7.15 (dd, J=8.7, 2.5 Hz, 1H), 3.96-4.07 (m, 1H), 3.42-3.55 (m, 2H), 2.88 (s, 6H), 1.26 (d, J=5.9 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,108-16-7, its application will become more common.

Reference:
Patent; Li, Gaoquan; Li, Qun; Li, Tongmei; Lin, Nan-Horng; Mantei, Robert A.; Sham, Hing L.; Wang, Gary T.; US2004/259885; (2004); 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. 637031-88-0, name is 3,3-Difluorocyclobutanol, the common compound, a new synthetic route is introduced below. Application In Synthesis of 3,3-Difluorocyclobutanol

370 mg 4-Fluor-5-methansulfonyl-2-methyl-benzoesaeure-methylester, 297 mg 3,3- Difluor-cyclobutanol und 1.47 [G] [CS2CO3] wurden in 10 ml wasserfreiem NMP geloest und 4 h bei [60C] geruehrt. Anschliessend wurde das Reaktionsgemisch mit 125 [ML] einer halbkonzentrierten waessrigen [NAHC03-LoeSUNG] verduennt und 3 mal mit je 100 ml EE extrahiert. Ueber [NA2SO4] wurde getrocknet und das Solvens im Vakuum entfernt. An Kieselgel wurde mit DIP chromatographiert und man erhielt 380 mg eines farblosen Oels. Rf [(DIP)] [= 0.] 21 MS [(DCI)] : 335

The synthetic route of 637031-88-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AVENTIS PHARMA DEUTSCHLAND GMBH; WO2003/106410; (2003); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2009-83-8, 6-Chlorohexan-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, 2009-83-8, blongs to alcohols-buliding-blocks compound. SDS of cas: 2009-83-8

In addition, the mixture was stirred at a stirrer, condenser, and a reaction vessel provided with a thermometer 4-hydroxy-benzoic acid 13.8g (100 mmol), potassium iodide 2.5g, 0.7g tetrabutyl ammonium bromide, and 400ml of ethanol were charged at room temperature.It was added dropwise a 25% aqueous solution of sodium hydroxide, 12g slowly.After the addition, maintaining the reaction vessel at 50 , and was added dropwise to 6-chloro-hexanol 20g (150 mmol) slowly.After the addition was completed, the reaction vessel also by heating to 70 by further reaction for 3 hours.After completion of the reaction, neutralized with 10% hydrochloric acid and subjected to extraction with ethyl acetate, dried over sodium sulfate, the solvent was concentrated to 17g to synthesize compounds shown in formula (23).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2009-83-8, its application will become more common.

Reference:
Patent; DIC Corporation; Hayashi, Masanao; Nagashima, Yutaka; Kusumotto, Tetsuo; (24 pag.)KR101523330; (2015); B1;,
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Reference of 29683-23-6, Adding some certain compound to certain chemical reactions, such as: 29683-23-6, name is Tetrahydro-2H-thiopyran-4-ol,molecular formula is C5H10OS, 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 29683-23-6.

Step 1 Tetrahydro-2H-thiopyran-4-yl-4-methylbenzenesulfonate Tetrahydro-2H-thiopyran-4-ol 23a (350 mg, 2.97 mmol, prepared by a method disclosed in EP patent application ”) was placed in a reaction flask, followed by addition of triethylamine (606 mg, 5.94 mmol), 4-dimethylaminopyridine (36 mg, 0.30 mmol), 20 mL of dichloromethane and p-toluenesulfonyl chloride (848 mg, 4.45 mmol). After reacting for 12 hours, the reaction solution was mixed with 30 mL of water, stood and layered, the aqueous phase was extracted with dichloromethane (10 mL*2). The organic phases were combined, washed with saturated sodium chloride solution (30 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography with elution system B to obtain the title compound tetrahydro-2H-thiopyran-4-yl-4-methylbenzenesulfonate 23b (556 mg, yield 68.9%) as a white solid.

According to the analysis of related databases, 29683-23-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Hengrui Pharmaceutical Co. Ltd.; Jiangsu Hengrui Medicine Co. Ltd.; LU, Hejun; SUN, Piaoyang; FEI, Hongbo; JIANG, Hongjian; WANG, Haowei; DONG, Qing; EP2894151; (2015); A1;,
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