Category: alcohols-buliding-blocks

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. 18776-12-0, name is 3-Chloro-1-phenylpropan-1-ol, the common compound, a new synthetic route is introduced below. Application In Synthesis of 3-Chloro-1-phenylpropan-1-ol

A. (1 -Bromo-3-chloropropyl)benzene; 3-Chloro-1 -phenyl-1 -propanol (1.71 g, 10 mmol) was dissolved in dry Et20 (27 ml_) and purged with N2. A solution of PBr3 (0.63 ml_, 6.6 mmol) in dry Et20 (27 mL) was added dropwise very slowly. The reaction was stirred for 2 h at room temperature, followed by washing with 5% aqueous sodium acetate (x2) and brine (x1 ). The organic fraction was dried (MgS04), filtered, and the solvent evaporated to dryness. The resulting crude mixture was purified by column chromatography (S1O2, hexane/EtOAc) to obtain the desired compound as a yellow oil in 45% yield (1 .06 g, 4.54 mmol).

The synthetic route of 18776-12-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROUS INSTITUTE FOR BIOMEDICAL RESEARCH, S.A.; MUNOZ, Rosa; GARCIA-DELGADO, Noemi; FLORES, Ramon; SERRADELL, Neus; PROUS, Josep, R.; WO2012/13691; (2012); A1;,
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Synthetic Route of 112-70-9, 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. 112-70-9, name is 1-Tridecanol, molecular formula is C13H28O, 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.

Compound 1 (590mg, 1.0mmol), which was prepared from protoporphyrin IX (PPIX) under acid esterification conditions,17 was dissolved in HBr/acetic acid (25%, 30mL) under nitrogen atmosphere and the mixture was stirred for 2h. All volatile solvents were evaporated under vacuum to yield dimethyl 3,3?-(7,12-bis(1-bromoethyl)-3,8,13,17-tetramethylporphyrin-2,18-diyl)dipropionate (2) as a green colored liquid. The resulting liquid was directly dissolved in dichloromethane (50mL), and 1-tridecanol (2.2mmol, 441mg) and Cs2CO3 (2.2mmol, 304mg) were added to the dichloromethane solution. The reaction mixture was again stirred under nitrogen atmosphere for 2h and filtered. The resulting filtrate was concentrated under the reduced pressure and the residue was purified by preparative TLC on silica gel with CH2Cl2/MeOH (20:1) to give compound 3a (218mg, 23% yield) as a dark violet crystal. Rf=0.8 (CH2Cl2/MeOH 20:1); 1H NMR (400MHz, CDCl3, TMS) delta 10.63 (s, 1H), 10.61 (s, 1H), 10.11 (s, 1H), 10.08 (s, 1H), 6.09 (m, 2H), 4.41-4.45 (m, 4H), 3.73 (s, 3H), 3.71 (s, 3H), 3.70 (s, 3H), 3.69 (s, 3H), 3.68 (s, 3H) 3.67 (s, 3H), 3.65 (m, 4H), 3.28-3.32 (m, 4H), 2.25-2.27 (d, J=7.0Hz, 6H), 1.09-1.80 (m, 42H), 0.84 (t, J=12.9Hz, 6H); 13C NMR (75MHz, CDCl3, TMS) delta 173.7 (2C; C=O), 140.6, 140.4, 138.4, 138.2, 137.2, 136.8, 136.5 (16C; C pyrrole), 98.8, 98.6, 96.8, 96.1, 73.3 (2C, OCH) 69.6 (2C, OCH2), 51.74 (2C; CO2CH3), 37.0 (2C, CH3CH), 31.9 (2C; CH2COOMe), 30.3, 29.5, 29.3, 26.4, 25.5, (24C; -CH2-), 22.6 (2C; CH2CH2COO), 21.9, 14.1 (2C, CH3C pyrrole), 11.7ppm (2C; CH3C pyrrole); IR (NaCl disc) 3311, 2924, 2853, 1739, 1435, 1100cm-1; MS (ESI, positive): m/z (%): 991; HRMS (ESI, positive) m/z Calcd for C62H94N4O6 [M+H]+; 991.7252, found: 991.7252.

According to the analysis of related databases, 112-70-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tachikawa, Shoji; El-Zaria, Mohamed E.; Inomata, Ryu; Sato, Shinichi; Nakamura, Hiroyuki; Bioorganic and Medicinal Chemistry; vol. 22; 17; (2014); p. 4745 – 4751;,
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Electric Literature of 50595-15-8, Adding some certain compound to certain chemical reactions, such as: 50595-15-8, name is tert-Butyl 2-hydroxyacetate,molecular formula is C6H12O3, 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 50595-15-8.

To a 20 mL reaction vial with magnetic stir bar was massed 4- chlorosulfonylbenzoyl chloride (See procedure above; SI-3, limiting reagent, 0.501 g, 2.10 mmol), and the vial was capped with a septum and positive pressure nitrogen line. Through the septum was added tetrahydrofuran (20 mL/g, 10 mL), and the vial was cooled in a dry ice/acetone bath. Upon equilibrating to temperature, triethylamine (2.0 eq, 0.58 mL, 4.2 mmol) was added in one portion, followed by 3-azidopropan-1-ol (1.0 eq, 0.219 grams, 0.20 mL, 2.09 mmol). The vial was allowed to react in the cooling bath. After one hour, complete conversion was observed (reaction progress monitored by HPLC), and tert-butyl glycolate (1.5 eq, 0.415 g, 3.14 mmol), and the cooling bath was removed and the vial was allowed to warm to room temperature. After one hour, conversion was observed to be 24percent, and the reaction was allowed to stir overnight at room temperature to reach completion. The crude reaction was diluted in ethyl acetate (40 mL/g, 20 mL), washed twice with water (20 mL/g each, 10 mL each), and finally brine (10 mL/g, 5 mL). The rich organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo. The oil thus obtained was purified by column chromatography (silica, heptane/ethyl acetate). SI-5 was obtained after concentration as a solid with a yield of 63percent (526 mg). The structure was confirmed with HSQC and HMBC spectroscopy; correlation was observed between the azidopropyl methylene and the carboxylate carbon, confirming connectivity. SI-5: 1H NMR (500 MHz, CDCl3) delta 8.22 (d, J = 7.9 Hz, 2H), 8.04 (d, J = 8.2 Hz, 2H), 4.55 (s, 2H), 4.48 (t, J = 6.1 Hz, 2H), 3.50 (t, J = 6.4 Hz, 2H), 2.08 (quintet, J = 6.3 Hz, 2H), 1.43 (s, 9H) ppm; 13C NMR (126 MHz, CDCl3) delta 164.7, 164.6, 140.0, 134.9, 130.3, 128.1, 83.6, 65.5, 62.8, 48.2, 28.1, 27.9 ppm; HRMS (ESI-TOF): calc?d for

According to the analysis of related databases, 50595-15-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CREECH, Gardner, S.; KHEIRABADI, Mahboubeh; EASTGATE, Martin, D.; NIRSCHL, David, S.; CARTER, Percy, H.; (82 pag.)WO2018/227053; (2018); A1;,
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Reference of 13401-56-4, 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 13401-56-4, name is 3-Chloro-2,2-dimethylpropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

7-Hydroxyindole (5.00 g, 37.55 mmol), 3-chloro-2,2-dimethyl-propan-1-ol (6.91 g, 56.33 mmol), triphenyl (1.57 g, 6.00 mmol) were dissolved in THF (150 mL), and after replacing with nitrogen, DIAD (15.19 g, 75.10 mmol) was added dropwise to the mixture. The mixture was stirred at 70 C for 12 hours. TLC showed the reaction was complete, the reaction solution was concentrated to dryness. The crude product was purified by column chromatography (PE: EA = 50: 1, 20: 1) to deliver the title compound (white solid, 3.5 g, yield 39.21%). 1H NMR (400MHz, CDCl3): delta 7.29 (s, 1H), 7.21 (t, J=4.0 Hz, 1H), 7.03 (t, J=8.0 Hz, 1H), 6.68 (d, J=8.0 Hz, 1H), 6.58 – 6.53 (m, 1H), 3.96 (s, 2H), 3.65 (s, 2H), 1.20 (s, 6H). LCMS (ESI) (5-95AB): m/z: 238.1 [M+1].

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 13401-56-4, 3-Chloro-2,2-dimethylpropan-1-ol.

Reference:
Patent; GUANGDONG ZHONGSHENG PHARMACEUTICAL CO., LTD; DING, Charles Z.; CHEN, Shuhui; ZHAO, Baoping; LIU, Xile; XIAO, Linxia; DING, Chao; WANG, Fei; LI, Jian; (153 pag.)EP3290419; (2018); A1;,
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Reference of 2568-33-4, 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. 2568-33-4, name is 3-Methylbutane-1,3-diol, molecular formula is C5H12O2, 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 3-methylbutan-l,3-diol (10.0 g, 96.1 mmol) in DCM (100 mL) was added 4- methylbenzene- l-sulfonyl chloride (20.1 g, 106 mmol) and TEA (24.3 g, 240 mmol). The reaction mixture was stirred at room temperature for 12 h. Then the mixture was extracted with DCM (150 mLx3). The combined organic layers were washed with water and brine, dried over MgSC”4, and filtered. The filtrate was concentrated under reduced pressure. The resulting residue was purified by chromatography over silica gel (eluting with PE_EA=5: 1) to give the title compound.

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 2568-33-4, 3-Methylbutane-1,3-diol.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BIFTU, Tesfaye; COLLETTI, Steven L.; HAGMANN, William K.; KAR, Nam Fung; JOSIEN, Hubert; NAIR, Anilkumar; NARGUND, Ravi; BIJU, Purakkattle; ZHU, Cheng; HU, Bin; WO2015/51496; (2015); A1;,
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Synthetic Route of 112-70-9, 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 112-70-9, name is 1-Tridecanol. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 1 [00073] The following Example describes the condensation esterification of DDDA using Fascat 2003 catalyst, a tin-based esterification catalyst from Elf Atochem, and the preparation of DDDA diesters with varying mole percent Telomer alcohol and Exxal 13. [00074] Reaction mixtures were prepared in 20 mL vials with the compositions indicated in table 4 below. One drop of Fascat 2003 (a product of Atochem) was added to each vial, and the reactions were heated at 200-250 C. for about 12 hours under a nitrogen sweep to remove evolved water. GC analysis of the reaction mixtures showed the expected three component ester mixture: RfO(O)C-(CH2)x-C(O)ORf; RhO(O)C-(CH2)x-C(O)ORh; and RhO(O)C-(CH2)x-C(O)ORf. The actual amount of each ester component present varied as expected with the relative amounts of Telomer alcohol and Exxal 13 present in the synthesis mixture. The appearance of the mixture formed from the respective additive and 150N oil as well as the solubility of the additive in 150N oil are also summarized in the Table 4. It is noteworthy that the fully fluorinated diester, vial 8, was more soluble when heated, but that the solution cooled to a gel-like state as the diester reprecipitated with cooling. Such behavior is very undesirable in a lubricant. This illustrates an important deficiency of the fully fluorinated diesters, since lubricants are often subjected to temperature cycling, and low-temperature performance is often critical.[TABLE-US-00005] TABLE 4 DDDA diesters with Telomer alcohol and Exxal 13 mol % Telomer Solubility in TelomerExxalalcohol 150 N DDDAalcohol13vs total oil atNo.(mmol)(mmol)(mmol)alcoholAppearance25 C. 15.150.2910.743liquid20%24.940.5810.515liquid35.151.349.8812honey->1% like45.052.48.8121very thick oil55.054.46.6240grease0.5% like65.135.625.4751grease?0.25% like75.158.262.7875beeswax like85.3411.060100paraffin0.1% like [00075] Wear test results for some of the above materials are shown in FIG. 2. It is clear from this figure that most of the wear benefit is achieved with only about 20 mole % Telomer alcohol in the diester. The wear response, quite surprisingly, is extremely non-linear. This is contrary to the linear response that might be expected if the wear-reducing effects were simply the net average from the concentration present of completely fluorinated diester (100% Telomer alcohol) and non-fluorinated ester (0% Telomer alcohol). This implies that the non-symmetric, partially fluorinated diesters of the present invention have better wear reducing properties than either the non-fluorinated or completely fluorinated diesters.

According to the analysis of related databases, 112-70-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; E. I. du Pont de Nemours and Company; US6734320; (2004); B2;,
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Application of 6006-82-2, 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. 6006-82-2, name is 2-(Benzo[d][1,3]dioxol-5-yl)ethanol, 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.

B. 1-acetoxy-2-[(3,4-methylenedioxy)phenyl]ethane To a stirred solution of 2-(3,4-methylenedioxy)phenyl-1-ethanol (1.68 g, 10 mmol) in dry pyridine was added acetic anhydride and the resultant reaction mixture was stirred at 80 C. for 1 h. The reaction mixture was poured into ice-water and was extracted with ether (2*75 ml). The combined ether extract was washed with water (2*50 ml), 5% HCl (2*50 ml) and then with 5% NaHCO3 (2*50 ml). The organic layer was dried over magnesium sulfate and the solvent was removed under reduced pressure to give 1-acetoxy-2-[(3,4-methylenedioxy)phenyl]ethane as a solid (1.7 g, 81% yield).

According to the analysis of related databases, 6006-82-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Texas Biotechnology Corporation; US6432994; (2002); B1;,
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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. 7287-81-2, name is 1-(m-Tolyl)ethanol, the common compound, a new synthetic route is introduced below. Application In Synthesis of 1-(m-Tolyl)ethanol

General procedure: The catalyst solutionwas prepared by dissolving complex 3(36.1 mg,0.05mmol) in methanol (5.0 mL).Under a nitrogen atmosphere, the mixture of an alcohol substrate (2.0 mmol) and1.0 mL of the catalyst solution (0.01mmol) in 20mL acetone was stirred at 56 Cfor 10 minutes. tBuOK(22.4mg, 0.2 mmol)was then added to initiate the reaction.At the stated time, 0.1 mL of the reaction mixture was sampled and immediately diluted with 0.5 mL acetone pre-cooled-to-0 C for GC or NMR analysis. After the reaction was complete, the reaction mixture was condensed under reduced pressure and subject to purification by flash silica gel column chromatography to afford the corresponding ketone product, which was identified by comparison with the authentic sample through NMR and GC analysis.

The synthetic route of 7287-81-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Qingfu; Du, Wangming; Liu, Tingting; Chai, Huining; Yu, Zhengkun; Tetrahedron Letters; vol. 55; 9; (2014); p. 1585 – 1588;,
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Electric Literature of 3840-31-1 ,Some common heterocyclic compound, 3840-31-1, molecular formula is C10H14O4, 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.

General procedure: To 3.5 g (53 mmol) of 85% potassiumhydroxide was added a solution of 10 g (50.5 mmol) ofalcohol 8 in 40 mL of DMSO, and the mixture washeated at 50-70 while stirring till the dissolution ofK, then the heating was switched off. On coolingthe mixture to room temperature a solution of 7 g(56.9 mmol) of allyl bromide in 10 mL of DMSO wasadded, and the mixture was stirred for 16 h. Then themixture was heated (5060) at stirring till thecompletion of the reaction (5 h). The mixture wasdiluted with 200 mL of water, the reaction product wasextracted into ethyl acetate (4 × 50 mL). The organicphase was washed with water, dried with Na2SO4, thesolvent was distilled off, the residue was dried in avacuum.

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. 3840-31-1, (3,4,5-Trimethoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Potapov; Panov; Musalov; Zhivet?eva; Musalova; Khabibulina; Amosova; Russian Journal of Organic Chemistry; vol. 52; 11; (2016); p. 1571 – 1575; Zh. Org. Khim.; vol. 52; 11; (2016); p. 1579 – 1583,5;,
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Reference of 3236-48-4 ,Some common heterocyclic compound, 3236-48-4, molecular formula is C8H16O2, 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.

Synthesis ofDIPP-CDM : Anhydrous Na2C03 (8.54 g) was dried in a 250 mL flask for 1.5 h at 180 °C under vacuum. The flask was cooled and flushed with N2. Then, CDM (5.76 g, 40 mmol) and [Ir(cod)Cl]2 (0.97 g) were added. The mixture was dried using several nitrogen- vacuum purging cycles. Then, 24 mL IPPA and 40 mL toluene were added. The mixture was heated at 100 °C. Six hours later, the mixture was cooled and diluted with ether, filtered, and dried under vacuum. The residue was extracted with hexane. Hexane was removed by rotary evaporation. DIPP-CDM (2.7 g) was (0423) recrystallized from ACN twice and dried under vacuum. (0424) The synthesis was confirmed by high-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR). It is notable that the acid sensitivity of DIPP-CDM prevents its detection when trifluoro acetic acid, a common HPLC additive, was present in the eluent. Signals of DIPP-CDM were also not observed when CDC13 was used as an NMR solvent, since CDC13 can react with light and oxygen to form phosgene and DC1. It is notable that DIPP was so acid sensitive that DIPP hydrolyzed completely in the silica column even in the presence of triethylamine. In addition, the polarity of DIPP and the transacetate side product during the reaction (such as mono- ester and di-ester substituted compounds) are so similar that they come off of a basic aluminum oxide column together rapidly, leading to the failure of purification. (0425) DIPP-CDM was also purified by column chromatography (CombiFlash® Rf, 100 g HP CI 8, Teledyne Isco, Lincoln, NE, USA). To prevent the hydrolysis of monomer in H20/ACN, 0.1percent TEA was added. C18 column chromatography yielded a higher quantity of polymerization grade monomer (6.8g, 75 wtpercent) than did recrystallization (30 wtpercent). The chemical shifts in the NMR spectra of DIPP-CDM were assigned as below (C6D6 as NMR solvent, Cambridge Isotope Laboratories, Inc., Tewksbury, MA, USA): 1H NMR (C6D6, ppm, 400 MHz): delta 3.93-3.88 (d, = 9.0 Hz, 4H), 3.38-3.35 (d, = 6.65 Hz, 4H), 1.81 (s, 6H), 1.79-1.73 (d, = 6.65 Hz, 4H), 1.61-1.47 (m, 2H), 0.93-0.81 (m, 4H) 13C NMR (C6D6, ppm, 400 MHz): delta 159.88, 80.93, 72.48, 37.51, 29.18, 20.77.

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. 3236-48-4, trans-1,4-Cyclohexanedimethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHILDREN’S MEDICAL CENTER CORPORATION; KOHANE, Daniel, S.; GUO, Shutao; (110 pag.)WO2017/189953; (2017); A1;,
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