Category: alcohols-buliding-blocks

Application of 1113-21-9, 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. 1113-21-9, name is 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol, molecular formula is C20H34O, 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.

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 Al(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 Al(OiPr)3 at 160 C. Similarly, the use of tert-butyl acetoacetate (27) with geranyl linalool (23) in the Carroll rearrangement can also give the desired 5E,9E,13E-geranyl geranyl acetone (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 1113-21-9, 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; Look, Gary C.; US2015/133431; (2015); A1;,
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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 112-27-6, name is 2,2′-(Ethane-1,2-diylbis(oxy))diethanol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 112-27-6

j00524j A solution of triethylene glycol (30 g, 199.7 mmol) in THF (300 mL) wascooled to 0C and charged with NaOH (11.98 g, 299.7 mmol) and stirred for 15 mm. Thissolution was charged with tosyl chloride (38.07 g, 199.7 mmol) and stirred at room temperature for 2 h. The reaction mixture was concentrated in vacuo and the residue obtained was dilutedwith water (100 mL) and extracted with ethyl acetate (3 X 200 mL). The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated in vacuo resulting in acrude compound which was purified by chromatography on silica gel, eluting with 2%methanol in DCM to give 18.5 g, 30% yield of the title compound as a colorless oil. ?H NMR(400 MHz, CDC13): oe = 7.78 (d, J= 8.3 Hz, 2H), 7.33 (d, J= 8.1 Hz, 2H), 4.25 -4.10 (m, 2H),3.75 – 3.60 (m, 6H), 3.63 – 3.52 (m, 4H), 2.43 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 112-27-6.

Reference:
Patent; COFERON, INC.; FOREMAN, Kenneth, W.; JIN, Meizhong; WANNER, Jutta; WERNER, Douglas, S.; WO2015/106292; (2015); A1;,
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Related Products of 928-51-8 ,Some common heterocyclic compound, 928-51-8, molecular formula is C4H9ClO, 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 a solution of2b(6.52 g, 50.90 mmol) in pyridine (20 mL) was successively added toluene-4-sulfonylchloride (TsCl, 9.72 g, 50.90 mmol) under nitrogen atmosphere, the mixture was stirred at 0 C for 2 h. The resulting mixture was poured into water (110 mL), extracted with ethyl acetate (EA, 2 × 70 mL), The combined organic layers were washed with hydrochloric acid (2 M, 50 mL) and brine, dried over anhydrous Na2SO4and concentrated under vacuum to give3b(10.54 g, 79%) as a colorless oil, Rf(PE /EA, 5:1) = 0.21.1H NMR (CDCl3, 400 MHz) delta = 7.79 (d, J=8.2 Hz, 2H), 7.36 (d, J=8.2 Hz, 2H), 4.07 (t, J=5.6 Hz, 2H), 3.50 (t, J=5.7 Hz, 2H), 2.46 (s, 3H), 1.86-1.79(m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,928-51-8, its application will become more common.

Reference:
Article; Wei, Zhao; Liu, Yan-Qin; Zhou, Xin-Bo; Luo, Yuan; Huang, Chun-Qian; Wang, Yong-An; Zheng, Zhi-Bing; Li, Song; Bioorganic and Medicinal Chemistry Letters; vol. 24; 24; (2014); p. 5743 – 5748;,
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Electric Literature of 13826-35-2, Adding some certain compound to certain chemical reactions, such as: 13826-35-2, name is (3-Phenoxyphenyl)methanol,molecular formula is C13H12O2, 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 13826-35-2.

General procedure: General procedure for the one-pot tandem oxidation-Wittig reaction To a flask containing BaMnO4 (1.2 mmol, 300 mg)and the alcohol (1 mmol) in CH3CN (5 mL) were added PPh3(1.2 mmol, 315 mg) and ethyl bromoacetate (1.2 mmol, 0.13 mL) and the mixturewas stirred at 80 C for 24 h. Then the obtained mixture was filtered and theresulting solution was subjected to column chromatography using n-hexane/ethylacetate to isolate the pure products in 78-93% isolated yields with highstereoselectivity.

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:
Article; Gholinejad, Mohammad; Firouzabadi, Habib; Bahrami, Maedeh; Najera, Carmen; Tetrahedron Letters; vol. 57; 33; (2016); p. 3773 – 3775;,
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Reference of 756520-66-8, Adding some certain compound to certain chemical reactions, such as: 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol,molecular formula is C8H7Cl2FO, 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 756520-66-8.

General procedure: The reaction mixture was composed by a 3 mL solution of0.048 mmol 1-(2,6-dichloro-3-fluoro-phenyl)-ethanol, 0.096 mmolacyl donor and 60 mg of enzyme (20% w/v) in solvent. The screeningreactions were performed in silicon carbide plates at temperaturesof 60-80 C, under magnetic stirring to obtain 1-(2,6-dichloro-3-fluorophenyl)ethyl acetate (1H NMR (300 MHz, CDCl3)d 7.26 (dd, J = 8.3, 5.6 Hz, 5H), 7.03 (t, J = 8.5 Hz, 3H), 6.39 (q,J = 7.1 Hz, 3H), 2.09 (s, 3H), 1.66 (d, J = 6.9 Hz, 3H). In order toscreen the influence of the different reaction medium?s components,enzymes, solvent, acyl donor and temperature were evaluated.A 20 mL aliquot was transferred to a new vial and 980 mL ofethyl acetate was added and analyzed in the GC-FID.

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. 756520-66-8, 1-(2,6-Dichloro-3-fluorophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; de Franca, Alexandre da S.; Silva, Marcus V.M.; Neves, Rebeca V.; de Souza, Stefania P.; Leao, Raquel A.C.; Monteiro, Carlos M.; Rocha, Angelo; Afonso, Carlos A.M.; de Souza, Rodrigo O.M.A.; Bioorganic and Medicinal Chemistry; vol. 26; 7; (2018); p. 1333 – 1337;,
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Electric Literature of 16308-92-2, 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. 16308-92-2, name is (2,4-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.

General procedure: To a solution of 28 (1mmol), PPh3 (2.5mmol) and various commercially available alcohol (2.5mmol) in dry THF (1mL) was added DEAD (2.5mmol) dropwise with intensive stirring at room temperature. 20min later, the reaction mixture was concentrated in vacuo and the corresponding intermediates 32a-v were obtained after chromatography by silica gel eluting with DCM-CH3OH. The final products 33a-v were prepared in a similar manner to the synthesis of compound 27 from 26 and characterized after purification by silica gel chromatography eluting with DCM-CH3OH.

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 16308-92-2, (2,4-Dimethylphenyl)methanol.

Reference:
Article; Sun, Mingna; Hu, Jinfeng; Song, Xiuyun; Wu, Donghui; Kong, Linglei; Sun, Yupeng; Wang, Dongmei; Wang, Yan; Chen, Naihong; Liu, Gang; European Journal of Medicinal Chemistry; vol. 67; (2013); p. 39 – 53;,
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Synthetic Route of 7287-82-3, 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. 7287-82-3, name is 1-(2-Methylphenyl)ethanol. A new synthetic method of this compound is introduced below.

General procedure: The preparative electrolysis experiments were conducted with in an undivided cell containing0.1 M NaClO4-CH3CN solution (15 mL), alcohol substrate (1.0 mmol), ABNO (0.1 mmol),and 2,6-lutidine (1.0 mmol) at a constant current of 10.0 mA with moderate magnetic stirring for8.5 h in the atmosphere. Two square platinum sheets were employed as the anode and cathode,respectively. The electrolytic reaction was monitored by gas chromatography (GC) on a GC-2010system (Shimadzu, Kyoto, Japan) equipped with a SH-Rtx-Was polar column and a flame ionizationdetector (FID). Both the injector and detector were maintained at 220 C, the carrier gas is nitrogen,and the flow rate is 1.2 mL/min. The initial oven temperature of 100 C was held for 2 min andthen ramped up at 15 C per min to 220 C. This final temperature was held for 8 min. After thereaction was finished, the resulting mixture was concentrated in a rotary evaporator (Heidolph,Schwabach, Germany) and purified by column chromatography on silica gel using petroleum andethyl acetate 15:1) as eluent to afford the products. The products were confirmed by GC-MS, 1H-NMR,and 13C-NMR. NMR spectroscopy was carried out on a Bruker Avance III spectrometer (Bruker,Faellanden, Switzerland). The GC-MS analysis was measured on Thermo Trace ISQ instrument (ThermoFisher Nicolet,Waltham, MA, USA) with TG 5MS capillary column.Acetophenone (colorless oil, yield 80%):

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7287-82-3, its application will become more common.

Reference:
Article; Niu, Pengfei; Liu, Xin; Shen, Zhenlu; Li, Meichao; Molecules; vol. 24; 1; (2019);,
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Electric Literature of 928-51-8, 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. 928-51-8, name is 4-Chlorobutan-1-ol, molecular formula is C4H9ClO, 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 21 Synthesis of 3-(4-((4-(4-ethynyl- lH-pyrazol- l-yl)butyl)amino)- l-oxoisoindolin-2- -2,6-dione Step 1 : To a solution of 4-iodo-lH-pyrazole (3.88 g, 20 mmol) in CH3CN (140 mL) was added 4-chlorobutan- l-ol (3.3 g, 1.3eq), Cs2C03 (16.4 g, 60 mmol), and Nal (600 mg). The reaction mixture was heated at 50 C for 12 hour. The reaction mixture was filtered and the filtrate was evaporated. The residue was purified by chromatography (EtOAc/Hexanes: 1: 1 to EtOAc) to afford 4-(4-iodo-lH-pyrazol-l- yl)butan-l-ol (4 g, 75%).

According to the analysis of related databases, 928-51-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Shaomeng; LI, Yangbing; AGUILAR, Angelo; ZHOU, Bing; HU, Jiantao; XU, Fuming; QIN, Chong; HU, Yang; XIANG, Weiguo; REJ, Rohan; YANG, Jiuling; HAN, Xin; BAI, Longchuan; YANG, Chao-Yie; (252 pag.)WO2017/176958; (2017); A1;,
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Reference of 86770-74-3 , The common heterocyclic compound, 86770-74-3, name is 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, molecular formula is C8H19NO4, 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.

2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethan-1-ol (25) (61.4 g, 318 mmol) was stirred in H2O (500 ml) with Na2CO3 (50.51 g, 476 mmol) at 5C. Benzyl chloroformate (26) (65.0 g, 381 mmol) in THF (480 ml) was added dropwise and the reaction stirred for 16 h allowing to warm to RT. THF was removed in-vacuo and the aqueous layer extracted with EtOAc (× 3). The combined organics were dried (Na2SO4), concentrated in-vacuo and the residue purified by automated flash chromatography (5% MeOH/DCM) to give benzyl (2-(2-(2-(2- hydroxyethoxy)ethoxy)ethoxy) ethyl)carbamate (27) (23.6 g, 22.7%). Product confirmed by MS (ESI +ve).

The synthetic route of 86770-74-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARBUTUS BIOPHARMA CORPORATION; HEYES, James; HOLLAND, Richard J.; PALMER, Lorne Ralph; WOOD, Mark; (0 pag.)WO2020/93053; (2020); A1;,
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Application of 575-03-1, 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. 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin, molecular formula is C10H5F3O3, 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.

General procedure: To around bottomed flask equipped with a magnetic stir bar were added, the7-hydroxycoumarin substrate (1 equiv.), acetone (25 mL/mmol of substrate), and K2CO3 (3 equiv.). The solution wasstirred for 5 minutes at room temperature followed by addition of R3-X (1 equiv.; R3 = alkyl, X = Br or OTs.). The reaction mixture was placed under anArgon atmosphere (balloon) and stirred at reflux temperature for 16 hours atwhich point complete consumption of substrate was observed by TLC in all cases. The reaction was cooled to r.t., poured intowater, and extracted with EtOAc (x 3). The combined extracts were dried over MgSO4. The solvent was removed in vacuo and theremaining residue purified via flash chromatography over silica gel using gradient elution with EtOAc and Hexanes to yield Compounds 18-28. 

According to the analysis of related databases, 575-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Farley, Conner M.; Dibwe, Dya Fita; Ueda, Jun-Ya; Hall, Eric A.; Awale, Suresh; Magolan, Jakob; Bioorganic and Medicinal Chemistry Letters; vol. 26; 5; (2016); p. 1471 – 1474;,
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