Category: alcohols-buliding-blocks

Electric Literature of 3319-15-1 ,Some common heterocyclic compound, 3319-15-1, molecular formula is C9H12O2, 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 a mixture of 1,3-dicarbonyl compound (2 mmol),alcohol or styrene derivatives (1 mmol), and 0.6 gSBNPSA, was added 2 cm3 nitromethane as solvent. Themixture was stirred under reflux conditions and the reactionwas followed by TLC. After completion, the mixture wasfiltered, and the remaining was washed with warm ethanolto separate catalyst and nitromethane was removed underreduced pressure. Then, the crude products were recrystallizedfrom mixture of dichloromethane and n-hexane.All the synthesized products were known and characterized by comparison of their spectral and physical data withthose reported in literature.

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. 3319-15-1, 1-(4-Methoxyphenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Karimzadeh, Morteza; Saberi Asl, Hamed; Hashemi, Hajar; Saberi, Dariush; Niknam, Khodabakhsh; Monatshefte fur Chemie; vol. 149; 12; (2018); p. 2237 – 2244;,
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Electric Literature of 261723-32-4, Adding some certain compound to certain chemical reactions, such as: 261723-32-4, name is (3-Bromo-2-fluorophenyl)methanol,molecular formula is C7H6BrFO, 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 261723-32-4.

6.4 {2-Fluoro-3-[2-(3-methoxyphenyl)imidazo[1,2-a]pyridin-6-yl]phenyl}methanol 300 mg of (3-bromo-2-fluorophenyl)methanol are dissolved in 15 ml of toluene and 5 ml of ethanol and degassed under a stream of argon for 10 min. 101 mg of tetrakis(triphenylphosphine)palladium, 580 mg of 2-(3-methoxyphenyl)imidazo[1,2-a]pyridine-6-boronic acid and 5 ml of a 2M sodium carbonate solution are subsequently added thereto. The mixture is heated at 80 C. for 16 hours and then, after cooling to ambient temperature, concentrated under reduced pressure. The residue is taken up between water and ethyl acetate and then the organic phase is separated, dried and concentrated under reduced pressure. The residue is purified by chromatography on silica gel, elution being carried out with a dichloromethane/ethyl acetate mixture. 254 mg of compound are obtained. M.p.=143-144 C. 1H NMR spectrum (d6-DMSO, delta in ppm): 3.85 (s, 3H); 4.65 (d, 2H); 5.35 (t, 1H); 6.95 (d, 1H); from 7.3 to 7.4 (m, 2H); 7.45 (d, 1H); from 7.5 to 7.65 (m, 4H); 7.7 (d, 1H); 8.5 (s, 1H); 8.75 (s, 1H). M+H=349.

According to the analysis of related databases, 261723-32-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; sanofi-aventis; US2011/65699; (2011); A1;,
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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. 13826-35-2, name is (3-Phenoxyphenyl)methanol. A new synthetic method of this compound is introduced below., HPLC of Formula: C13H12O2

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 (242mg, 1.1 eq) in toluene (6ml_) was added dropwise to a solution of (3- phenoxyphenyl)methanol (170mg, 1 eq) and pyridine (68muIota_, 1 eq) in toluene (6ml_). 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 (15ml_) and washed with water (2 x 10ml_) and brine (10ml_) before being dried over MgS04 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 (262mg, 73 %). 1 H NMR deltaEta (CDCIs, 300 MHz): 7.25 (m, 4H), 6.93(m, 6H), 5.00 (dd, J= 15.6, 3.3 Hz, 2H), 2.10 (t, J= 8.4Hz, 1 H), 1.95 (d, J= 8.4Hz, 1 H), 1.22 (s, 3H), 1.20 (s, 3H); ESI-MS 447.1 [MNa]+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 13826-35-2, (3-Phenoxyphenyl)methanol.

Reference:
Patent; REDX PHARMA LIMITED; THOMPSON, William; JACKSON, Peter; LINDSAY, Derek; SCREEN, Thomas; MOLTON, Benjamin; URCH, Christopher; WO2013/136073; (2013); 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. 1777-82-8, name is (2,4-Dichlorophenyl)methanol, the common compound, a new synthetic route is introduced below. HPLC of Formula: C7H6Cl2O

General procedure: In a general process, the photocatalytic activity of nanostructureswas investigated by oxidation of aromatic alcohol. In typically,0.1 mmol of alcohol was added to 1.5 ml of solvent in Pyrex glass celland stirred for 5 min. Then, 10 mg of photocatalyst was dispersed insolution and magnetically stirred in the dark for 15 min to reach anequilibrium between adsorption-desorption. Photocatalytic reactionswere performed by irradiation with an LED lamp (5 W). To control thetemperature during the oxidation reaction, the water circulation wasapplied to cooling of the reaction mixture. During the photocatalyticprocess, the reactor was exposed to air to ensure that enough oxygen isprovided for the reaction. The progress of the reaction was monitoredusing the TLC by periodic sampling. After completion of the reaction,the catalyst was separated from the suspension by centrifuging(3500 rpm) and washed with solvent to separate all of the residualmaterials.

The synthetic route of 1777-82-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Safaei, Elham; Mohebbi, Sajjad; Journal of Photochemistry and Photobiology A: Chemistry; vol. 371; (2019); p. 173 – 181;,
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Application of 6338-55-2 ,Some common heterocyclic compound, 6338-55-2, molecular formula is C6H15NO3, 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.

See FIG. 22 for the synthesis of DBCO-PEG-OH (compound [IV]). To a solution of 2- (2- (2-aminoethoxy) ethoxy) ethan-1-ol (compound [I], 0.267 g, 1.789 mmol) in 2 ml anhydrous DCM at RT was added DBCO- (Compound [II], 0.24 g, 0.596 mmol) in DMF (5 mL) was slowly added.After the addition is complete,The reaction solution was stirred for 2 hours at RT. HPLC showed complete disappearance of the succinimide. The reaction was maintained in the dark at -20 C in the freezer.The next morning,The reaction solution was warmed below RT and diluted with 3 ml DCM.Silica gel (5 g) was added and the slurry was evaporated to dryness on a rotary evaporator.Loading the remaining powder onto the ISCO loading cartridge,Purification by column chromatography (12 g silica gel column, 5-20% methanol / DCM)0.2 g of DBCO-PEG-OH (compound [IV]) was obtained. Yield: 77%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6338-55-2, its application will become more common.

Reference:
Patent; Roseuwel Bio Tekeu Nol Ro Jiseu In Kopo Lei Tideu; Me Ri-meon-bae-ri-el; Ga I-jeo-tim; Mol Ra-pol-deo-beul-yu; Ra I-deu-a-us-de-ril; (101 pag.)KR2019/34320; (2019); A;,
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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. 3513-81-3, name is 2-Methylenepropane-1,3-diol. A new synthetic method of this compound is introduced below., Formula: C4H8O2

Preparation 3 3-Octadecylaminocarbonyloxy-2-methylenepropan-1-ol Octadecyl isocyanate (59.1 g) and 2-methylene-propane-1,3-diol (17.7 g) were dissolved and stirred in pyridine (100 ml) for 24 hours at 22°C. Water (200 ml) was added, and the mixture was extracted with chloroform (3 * 200 ml). The chloroform extracts were washed with water, dried over anhydrous magnesium sulfate, filtered and evaporated to dryness in vacuo . The mixture was purified through a column of silica gel 60 (70-230 mesh, 100 g) eluding with chloroform/ether 1: 1. Further purification was achieved by chromatography on a Waters PrepLC.(R)./System 500A using a PrepPAK.(R).-500/SILICA cartridge with chloroform/ether/pentane 1: 1: 3 as eluent. The product was recrystallized from acetone. Mp. 71-73°C. Elemental analysis: calculated C 71.99percent, H 11.82percent, N 3.65percent, found C 71.93percent, H 11.93percent, N 3.64percent.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 3513-81-3, 2-Methylenepropane-1,3-diol.

Reference:
Patent; LEO PHARMACEUTICAL PRODUCTS LTD. A/S, (LOVENS KEMISKE FABRIK PRODUKTIONSAKTIESELSKAB); EP247201; (1991); B1;,
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Application of 6351-10-6, 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. 6351-10-6, name is 2,3-Dihydro-1H-inden-1-ol. A new synthetic method of this compound is introduced below.

General procedure: A mixture of alcohol 1a (100 mg, 0.54 mmol), alkene 2a (43 mg, 0.54 mmol), Ca(OTf)2 (18.3 mg, 0.05 mmol),Bu4NPF6 (21 mg, 0.05 mmol) was heated under solvent free condition at 70C for 1.5 h until complete consumption of the starting material as monitored by TLC. After the completion of the reaction the mixture was purified by flash column chromatography (petroleum ether) to afford the desired product 3a.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6351-10-6, its application will become more common.

Reference:
Article; Yaragorla, Srinivasarao; Pareek, Abhishek; Dada, Ravikrishna; Almansour, Abdulrahman I.; Arumugam, Natarajan; Tetrahedron Letters; vol. 57; 52; (2016); p. 5841 – 5845;,
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Adding a certain compound to certain chemical reactions, such as: 927-74-2, 3-Butyn-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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

(But-3-yn- 1 -yloxy) (tert-butyl)dimethylsilane (3.5) [00139] Compound 3.5 was synthesised using a similar procedure by Nadeau et al. To a solution of 3-butyn-1 -ol (3.00 g, 42.8 mmol) in dichloromethane (60 mL) was added imidazole (7.28 g, 107 mmol) and cooled to 5 C. tert-Butyldimethylsilyl chloride (6.45 g, 42.8 mmol) was added and the reaction mixture was stirred at 25 C for 1 6 hours. Dichloromethane (100 mL) was added and the mixture was washed with water (2 x 50 mL) and brine (50 mL). The organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo to afford compound 3.5 (7.73 g, 98%) as a colourless oil. 3.5: C10H20OSi (Mr 184.35); 1H NMR (400 MHz, CDCI3) O (ppm) 3.74 (t, J=7.1 Hz, 2H), 2.40 (td, J= 7.1, 2.7 Hz, 2H), 1 .95 (t, J= 2.7 Hz, 1 H), 0.90 (5, 9H),0.07 (5, 6H); 13C NMR (101 MHz, CDCI3) O (ppm) 81.6, 69.4, 61.9, 26.0, 23.0,18.4, -5.2. Does not ionise in ESI-MS. Nb. 1H NMR was consistent with literature data.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,927-74-2, 3-Butyn-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; WANG, Bing, Hui; KRUM, Henry; SCAMMELLS, Peter; VINH, Natalie; SIMPSON, Jamie; CHALMERS, David; (148 pag.)WO2016/29263; (2016); A1;,
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Synthetic Route of 2566-44-1 ,Some common heterocyclic compound, 2566-44-1, molecular formula is C5H10O, 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 2-cyclopropylethanol at 0 C. (0.98 g, 11 mmol) and pyridine (2.4 mL, 30 mmol) in DCM (15 mL) was added 4-methylbenzene-1-sulfonyl chloride (22 g, 11 mmol). The cold bath was removed and the mixture allowed to warm to room temperature for 14 h. The reaction mixture was diluted with water and Et2O and the phases were separated. The organic phase was washed sequentially with water, 10% aqueous HCl and brine, dried (MgSO4) filtered and concentrated under reduced pressure to give Compound 4a (2.0 g, 74%) as a clear colorless oil. Compound 4a was used in the next step without further purification. MS m/z=241.4 (M+H). 1H NMR (400 MHz, chloroform-d) delta 7.77 (d, J=8.1 Hz, 2H), 7.32 (d, J=8.4 Hz, 2H), 4.06 (t, J=6.7 Hz, 2H), 2.42 (s, 3H), 1.56-1.45 (m, 2H), 0.70-0.57 (m, 1H), 0.44-0.32 (m, 2H), 0.04-0.10 (m, 2H).

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. 2566-44-1, 2-Cyclopropylethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Pi, Zulan; Bilder, Donna M.; Brigance, Robert Paul; Finlay, Heather; Jiang, Wen; Johnson, James A.; Lawrence, R. Michael; Meng, Wei; Myers, Michael C.; Phillips, Monique; Tora, George O.; Zhang, Xiaojun; (59 pag.)US2017/275272; (2017); A1;,
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Related Products of 4249-72-3 ,Some common heterocyclic compound, 4249-72-3, molecular formula is C14H14O2, 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.

The reaction feed is carried out in a glove box.Weigh lignin dimer 5 (0.1 mmol, 21.4 mg),Photocatalyst antimony trichloride (1 mol%), auxiliary tetrabutylammonium chloride (5 mol%),Di-tert-butyl azodicarboxylate (0.1 mmol) and 0.5 mL of acetonitrile were placed in a 10 ml reaction pressure tube. The reaction pressure tube is sealed in a blue light at 420 nm.After stirring for 12 hours, after the lignin dimer 5 is completely converted,Continue to add lignin dimer 5 (0.1 mmol, 21.4 mg) to the reaction.And di-tert-butyl azodicarboxylate (0.1 mmol), each time after the reaction,The conversion and product yield are shown in Figure 3. After the tenth feeding reaction is over,After separation by silica gel column chromatography (ethyl acetate: petroleum ether = 1:5, volume ratio), the product benzaldehyde (84.8 mg, yield 80%)And 1-(phenoxymethyl)-1,2-dicarboxylic acid di-tert-butyl ester-oxime (1)(267.0 mg, yield 79%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4249-72-3, its application will become more common.

Reference:
Patent; Jilin University; Zhang Yuetao; He Jianghua; Wang Yinling; (11 pag.)CN110156581; (2019); A;,
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