Tag: M.W=200-300

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. 64431-96-5, name is 2,2′-(Propane-1,3-diylbis(azanediyl))bis(2-(hydroxymethyl)propane-1,3-diol). A new synthetic method of this compound is introduced below., 64431-96-5

As shown in Scheme 8, reaction of 2 equivalents of TPO chloride (2) with Bis-tris propane (8) in the presence of K2C03 in acetonitrile under reflux gives water soluble photo initiator VIII.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,64431-96-5, 2,2′-(Propane-1,3-diylbis(azanediyl))bis(2-(hydroxymethyl)propane-1,3-diol), and friends who are interested can also refer to it.

Reference:
Patent; HEWLETT-PACKARD DEVELOPMENT COMPANY, L.P.; ZHOU, Zhang-Lin; (44 pag.)WO2018/143928; (2018); A1;,
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A common compound: 395-23-3, name is Phenyl(4-(trifluoromethyl)phenyl)methanol,molecular formula is C14H11F3O, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 395-23-3

The aerobic oxidation proceeded in a 50 mL round bottom with amagnetic stirring bar in it. In the 1st step, certain amount of NHPI andAIBN were mixed with certain amount of cyclohexanone and benzhydrol(6 mmol, 1.1 g) in AcOEt (3 mL), the flask was purged with pureoxygen for three times by a membrane pump, after which it was heatedto 75 C by oil bath for 22 h. In the 2nd step, the temperature of reactionsolution was lowered to 45 C and certain amount of CAN and HFIP(20 g, 12.5 mL) were added and stirred under oxygen for 10 h. Thereaction was analyzed by a Shimadzu gas chromatography instrument(GC-2010) which was equipped with a capillary column (HP-1, 30mlength, 0.25mm diameter, 0.25 mum film) and a FID detector. Biphenylwas used as the internal standard compound. GC-MS tests were conductedwith a Shimadzu GCMS-QP2010 instrument.

With the rapid development of chemical substances, we look forward to future research findings about 395-23-3.

Reference:
Article; Du, Renfeng; Li, Haoran; Wang, Yongtao; Yao, Jia; Yuan, Haoran; Zhao, Chenxuan; vol. 490; (2020);,
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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.355-80-6, name is 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol, molecular formula is C5H4F8O, molecular weight is 232.0719, as common compound, the synthetic route is as follows.355-80-6

General procedure: To 100 mg compound 2 (0.54 mmol) suspended in 5 mL CH2Cl2 was added 0.5 mL oxalyl chloride (0.27 mmol) slowly. The mixturewas reacted under room temperature for 1 h. Solvent was distilled under reduced pressure, residue dissolved in 2 mL CH2Cl2 and dropwised to a mixture containing 0.6 mmol relevant ROH, 1.8 mmol triethylamine and 5 mL CH2Cl2. The mixture was reacted underroom temperature and monitored by TLC to the end of reaction, solvent distilled, residue recrystallization from ethyl acetate and hexane affords target compounds.

Statistics shows that 355-80-6 is playing an increasingly important role. we look forward to future research findings about 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol.

Reference:
Article; Du, Qing-Shan; Shi, Yan-Xia; Li, Peng-Fei; Zhao, Zhen-Jiang; Zhu, Wei-Ping; Qian, Xu-Hong; Li, Bao-Ju; Xu, Yu-Fang; Chinese Chemical Letters; vol. 24; 11; (2013); p. 967 – 969;,
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355-80-6, Adding a certain compound to certain chemical reactions, such as: 355-80-6, 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol, 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, 355-80-6, blongs to alcohols-buliding-blocks compound.

General procedure: To a solution of the alcohol 2, 5 (1.48 mmol, 1 equiv) in Et2O/MeCN (3.7:1.23 mL, 3:1 v/v) in 0 C successively imidazole (4.43 g, 3 equiv) and triphenylphosphine (2.22 g, 1.5 equiv) were added. Iodine (2.22 g, 1.5 equiv) was added portionwise over 10-15 min. The solution was kept for a further 20 min at 0 C and then was allowed to warm up to rt overnight. The reaction mixture was diluted with Et2O (12 mLl) and washed with saturated aq Na2S2O3 (10 mL) and brine (2 x 10 mL). The organic layer was dried over Na2SO4 and solvent was removed under vacuum. Column chromatography hexane/EtOAc (1:1 v/v) gave pure product 14, 15. 1-iodo-2,2,3,3,4,4,5,5-octafluoropentane (14). Colorless liquid, yield 0.150 g (36%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,355-80-6, its application will become more common.

Reference:
Article; Tomaszewska, Joanna; Koroniak-Szejn, Katarzyna; Koroniak, Henryk; Arkivoc; vol. 2017; 2; (2016); p. 421 – 432;,
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The common heterocyclic compound, 104-29-0, name is 3-(4-Chlorophenoxy)-1,2-propanediol, molecular formula is C9H11ClO3, 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. 104-29-0

General procedure: In a 100 mL stainless steel autoclave, diol (5mmol), catalyst (10 % Pd/C, 0.5 mol %), KI (0.09 mmol), base (1.25 mmol),solvent (10 mL) were added. The autoclave was closed, flushed with nitrogen,pressurized with O2 (33 psi) and CO (167 psi) and reaction mixturewas stirred with a mechanical starrer (520 rpm) at desired temperature forappropriate time period. After completion of reaction, the reactor was thencooled to room temperature, degassed carefully and opened. The reaction mixturewas filtered and the solvent was evaporated under vacuum. The reaction mixturewas analyzed by GC analysis (Perkin-Elmer, Clarus 400) equipped with a flameionization detector (FID) and a capillary column (Elite-1, 30 m ¡Á 0.32 mm ¡Á0.25 mum). Purification of residue was carried out by column chromatography(silica gel 100-200 mesh, petroleum ether/ethyl acetate) to afford thecorresponding products in good to excellent yield. The prepared compounds werecharacterized by 1H NMR (Varian 200 MHz NMR Spectrometer), 13CNMR spectra (50 MHz) and GC-MS (Shimadzu GC-MS QP 2010) (Rtx-17, 30 m ¡Á 25mmID,film thickness 0.25 mum df) (column flow- 2 mL/min, 80 C to 240 C at 10/min.rise.) which were consistent with those reported in the literature

The synthetic route of 104-29-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chavan, Sujit P.; Bhanage, Bhalchandra M.; Tetrahedron Letters; vol. 55; 6; (2014); p. 1199 – 1202;,
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2615-15-8, 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. 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.

Hexaethylene glycol (1.41 g, 5 mmol) Was dissolved in triethylamine (3.5 mL, 25 mmol) And dry Dichloromethane (100 mL), ice bath, Slowly add p-toluenesulfonyl chloride (2.4 g, 15 mmol) Stir at room temperature for 24 hours. TLC (EtOAc) to complete the reaction. Dilute dichloromethane (200 mL) was added, followed by 1 MHC1 , Saturated NaHC03, and saturated NaCl, and the organic phase was dried with anhydrous Na2SO4. After removing Na2S04 by filtration, the organic phase was evaporated to dryness under reduced pressure The mixture was purified by sonar column chromatography (2: l EtOAc / hexanes) to give the product as a colorless oil (2.62 g, 90%)

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; Institute of Microbiology of the Chinese Academy of Sciences (IMCAS); Li, Xuebing; Zhang, Zhenxing; (21 pag.)CN106589014; (2017); A;,
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13826-35-2, 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. 13826-35-2, name is (3-Phenoxyphenyl)methanol, molecular formula is C13H12O2, 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.

Example 16 (3-Phenoxyphenyl)methyl 3-[(Z)-2-chloro-3,3,3-trifluoro-prop-1-enyl]-2,2-dimethyl-cyclopropanecarboxylate 13 A solution of 3-[(Z)-2-chloro-3,3,3-trifluoro-prop-1-enyl]-2,2-dimethyl-cyclopropanecarbonyl chloride (242 mg, 1.1 eq) in toluene (6 mL) was added dropwise to a solution of (3-phenoxyphenyl)methanol (170 mg, 1 eq) and pyridine (68 muL, 1 eq) in toluene (6 mL). The reaction mixture was stirred overnight at room temperature after which time TLC analysis showed the reaction had gone to completion. The reaction mixture was diluted with ethyl acetate (15 mL) and washed with water (2*10 mL) and brine (10 mL) before being dried over MgSO4 and the solvent removed in vacuo. The residue was purified by flash chromatography (solvent 9:1 hexane/ethyl acetate) to afford the product as a clear oil (262 mg, 73%). 1H NMR deltaH (CDCl3, 300 MHz): 7.25 (m, 4H), 6.93 (m, 6H), 5.00 (dd, J=15.6, 3.3 Hz, 2H), 2.10 (t, J=8.4 Hz, 1H), 1.95 (d, J=8.4 Hz, 1H), 1.22 (s, 3H), 1.20 (s, 3H); ESI-MS 447.1 [MNa]+.

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. 13826-35-2, (3-Phenoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Thompson, William; Jackson, Peter; Lindsay, Derek; Screen, Thomas; Moulton, Benjamin; Urch, Christopher; US2015/94474; (2015); 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. 1113-21-9, name is 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol, the common compound, a new synthetic route is introduced below. 1113-21-9

The 5E, 9E, 13E-geranyl geranyl acetone (1) can be prepared by reacting 6E-10E- geranyl linalool (23) with diketene (24) catalyzed by DMAP in ethyl ether to give the ester 25. The ester 25 in the Carroll rearrangement using AI(OiPr)3 at elevated temperature can afford the desired 5E, 9E, 13E-geranyl geranyl acetone (1). In another approach, the GGA (1) can be prepared by treating geranyl linalool (23) with the Meldrum’s acid 26 in the Carroll rearrangement using AI(OiPr)3 at 160 C. Similarly, the use of ieri-butyl acetoacetate (27) with geranyl linalool (23) in the Carroll rearrangement can also give the desired 5E, 9E, 13E- geranyl geranyl acetone (1).

Statistics shows that 1113-21-9 is playing an increasingly important role. we look forward to future research findings about 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; ARGADE, Ankush; DATWANI, Akash; SPENCER, Natalie; PAN, Yonghua; ERMINI, Florian; WO2014/163643; (2014); A1;,
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2615-15-8, 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 2615-15-8 as follows.

(a) 1,17-Diazido-3,6,9,12,15-pentaoxaheptadecane A solution of dry hexaethylene glycol (25 g, 88 mmol) and methanesulfonyl chloride (22.3 g, 195 mmol) in dry THF (125 mL) was kept under argon and cooled to 0 C. in an ice/water bath. A solution of triethylamine (19.7 g, 195 mmol) in dry THF (25 mL) was added dropwise over 45 min. After 1 hr the cooling bath was removed and the reaction was stirred for another for 4 hrs. Water (55 mL) was then added to the mixture, followed by sodium hydrogencarbonate (5.3 g, to pH 8) and sodium azide (12.7 g, 195 mmol). THF was removed by distillation and the aqueous solution was refluxed for 24 h (two layers were formed). The mixture was cooled, ether (100 mL) was added and the aqueous phase was saturated with sodium chloride. The phases were separated and the aqueous phase was extracted with ether (4*50 mL). The combined organic phases were washed with brine (2*50 mL) and dried (MgSO4). Filtration and evaporation of the solvent gave a yellow oil 26 g (89%). The product was used in the next step without further purification.

The chemical industry reduces the impact on the environment during synthesis 2615-15-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GE HEALTHCARE LIMITED; BARNETT, DAVID JONATHAN; HENRIKSEN, INGRID; CONSTANTINOU, MARIA; PETTITT, ROGER PAUL; US2013/209358; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4654-39-1, 2-(4-Bromophenyl)ethanol, 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, 4654-39-1, blongs to alcohols-buliding-blocks compound. 4654-39-1

Bis(pinacolato)diboron (7.58 g, 29.85 mmol), potassium acetate (7.32 g, 74.58 mmol), Pd(dppf)Cl2 (50 mg) and 4-Bromophenethyl alcohol (5 g, 24.8 mmol) were dissolved in dry dioxane under nitrogen. After stirring at 100 C for 24 h, the mixture was transferred to a separatory funnel, extracted with dichloromethane (DCM) and then washed with brine and dried with anhydrous magnesium sulfate. The crude product was purified by silica gel column chromatography with a mixture of petroleum ether (PE): ethyl acetate (EA) = 4:1 as eluent to obtain the pure product 4.63 g (yield, 75%). 1H NMR (600 MHz, CDCl3): 2.84(1.9H, t, J=6.78 Hz), 3.79 (1.9H, t, J=6.78 Hz), 7.21 (1.9H, d, J=7.76 Hz), 7.75 (1.8H, d, J=7.76 Hz).

With the rapid development of chemical substances, we look forward to future research findings about 4654-39-1.

Reference:
Article; Liu, Jikang; Jiang, Pengfei; Wang, Yao; Tu, Guoli; Chinese Chemical Letters; (2019);,
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