Alcohols-buliding-blocks

The common heterocyclic compound, 2615-15-8, name is 3,6,9,12,15-Pentaoxaheptadecane-1,17-diol, molecular formula is C12H26O7, 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. 2615-15-8

17-Hydroxy-3,6,9,12,15-pentaoxaheptadecyl 4-methylbenzenesulfonate (33) To a chilled (0 C.) solution of hexaethylene glycol (5.41 g, 19.2 mmol) in DCM (191 mL) were added TsCl (4.02 g, 21.1 mmol), Ag2O (6.67 g, 28.8 mmol), and KI (0.64 g, 3.84 mmol). After stirring for 20 min the reaction mixture was filtered through a 4 cm pad of celite and flushed with EtOAc. The resulted filtrate was concentrated under reduced pressure to give a yellow oil. The crude product was purified via silica flash chromatography using 3:2 DCM/Acetone as an eluent, providing 33 (6.24 g, 75%): 1H NMR (300 MHz, CDCl3) delta 7.79 (d, J=8.2 Hz, 2H), 7.33 (d, J=8.2 Hz, 2H), 4.23-4.07 (m, 2H), 3.82-3.51 (m, 22H), 2.55 (d, J=6.0 Hz, 1H), 2.44 (s, 3H).

The synthetic route of 2615-15-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; State of Oregon, acting by and through the State Board of Higher Education on Behalf of University; Johnson, Darren W.; Carroll, Calden; Haley, Michael M.; Engle, Jeff; US2014/31559; (2014); A1;,
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575-03-1 , The common heterocyclic compound, 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin, molecular formula is C10H5F3O3, 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 magnetically-stirred solution of 7-hydroxycoumarin derivatives (2 mmol), aromatic aldehydes (2 mmol) and NEt3 (2 mmol) in THF (8 mL) a mixture of dialkyl acetylenedicarboxylate (2 mmol) in THF (2 mL) was added in 15 min. The reaction mixture was then allowed to stand at room temperature for 0.5-10 h. After completion of the reaction as indicated by thin-layer chromatography (TLC) (n-hexane/EtOAc, 1:1), the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (Merck, 230-400 mesh) using a mixture of n-hexane/EtOAc (1:1) as eluent to afford the pure product as a light yellow powder.

The synthetic route of 575-03-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Asghari, Sakineh; Baharfar, Robabeh; Darabi, Samaneh Ahangar; Mohammadian, Reza; Journal of the Brazilian Chemical Society; vol. 26; 2; (2015); p. 218 – 223;,
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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. 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane. This compound has unique chemical properties. The synthetic route is as follows. 39590-81-3

Sodium hydride (60 wt %, 1.261 g, 31.5 mmol) was added in one portion to a solution of cyclopropane- l,l-diyldimethanol (2.30 g, 28.7 mmol) in DMF (71.7 mL) at 0C. The solution was stirred for 15 minutes before dropwise addition of (bromoethyl)benzene (3.38 mL, 28.3 mmol). The reaction was allowed to warm to room temperature and stir for 24 hours. The reaction was quenched with saturated aq NH4Cl, extracted with Et20, dried over Na2S04, filtered, and concentrated under reduced pressure. The crude material was purified by automated flash silica column chromatography, eluting with 40% EtOAc in heptanes to give the title compound (3.115 g, 57%).

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, 39590-81-3, 1,1-Bis(Hydroxymethyl)cyclopropane.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHERUVALLATH, Zacharia; GREEN, Jason; JOHNSON, Ben; SCHLEICHER, Kristin; SUN, Huikai; TANG, Mingnam; (257 pag.)WO2019/169153; (2019); A1;,
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558-42-9 ,Some common heterocyclic compound, 558-42-9, 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.

A solution of (5S)-N2, N2-bis (tert-butoxycarbonyl)-5- (2, 3-difluorophenyl)-D-lysine (0.569 g, 1.24 MMOL), 1-CHLORO-2-METHYL-2-PROPANOL (0.202 g, 1.86 mmol) and DIISOPROPYLETHYLAMINE (0.529 g, 4.10 mmol) in ETOH (5 mL) was heated at 75 oC overnight. The reaction was concentrated to dryness, diluted with DCM (20 mL) and EDC (0.358 g, 1.87 mmol), HOAT (0.252 g, 1.87 mmol) were added followed by DIISOPROPYLETHYLAMINE (0.650 ML, 3.73 MMOL). After stirring overnight, NAHCO3 was added, the layers separated and the aqueous phase backwashed with DCM. The combined organics were dried over magnesium sulfate, filtered, concentrated and the residue purified by silica gel chromatography (10percent- 35percent EtOAc/ hexanes) to give the title compound (0.21 g). MS 513.1 (M+1). H NMR (500 MHz, CD30D) 5 7.1 (M, 3H), 5.24 (d, J = 10.7 Hz, 1H), 4.02 (M, 1H), 3.69 (d, J = 13.9 Hz, 1H), 3.60 (d, J = 15. 1 Hz, 1H), 3.39 (m, 1H), 3. 24 (d, J = 14.2 Hz, 1H), 2.4 (m, 1H), 2.1 (m, 3H), 1.5 (s, 18H), 1.20 (s, 3H), 1.16 (s, 3H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 558-42-9.

Reference:
Patent; MERCK & CO., INC.; WO2004/92166; (2004); A2;,
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1475-11-2, Adding some certain compound to certain chemical reactions, such as: 1475-11-2, name is 1-(3,4-Dichlorophenyl)ethanol,molecular formula is C8H8Cl2O, 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 1475-11-2.

Example 169 5-(2-Piperidinyl-ethyl)-2-methyl-1H-indole-3-carboxylic 1-(3,4-dichlorophenyl)-ethyl Ester The procedure for Example 65 was followed, substituting (3,4-dichlorophenyl)-ethan-1-ol for (S)-phenylethanol, and substituting piperidine for diethylamine. ESI+MS m/z 459 (M+1).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1475-11-2.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2003/64991; (2003); A1;,
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A common compound: 1074-16-4, name is 2-(2-Bromophenyl)ethanol,molecular formula is C8H9BrO, 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., 1074-16-4

The 2-bromophenyl ethanol (0.5mmol, 99.9mg) and tert-butanol (5mmol, 370.4mg) was added to a dry 10mL microwave tube, while adding Ph3PAuOTf (0.005mmol, 3.1mg) in 0.5mL toluene solution, and the reaction mixture was heated with a microwave reactor to 120 C, the reaction was stirred for 60 minutes, after the completion of the reaction by flash column chromatography to give the title compound isolated X, yield 86%.

With the rapid development of chemical substances, we look forward to future research findings about 1074-16-4.

Reference:
Patent; Shenyang Pharmaceutical University; LIU, YONG XIANG; CHENG, MAO SHENG; WANG, XIAO YU; SHI, HUI; DU, CHUAN; WANG, YAN SHI; LIU, YANG; (10 pag.)CN104326883; (2016); B;,
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702-23-8, Adding a certain compound to certain chemical reactions, such as: 702-23-8, 2-(4-Methoxyphenyl)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, 702-23-8, blongs to alcohols-buliding-blocks compound.

General procedure: 5.1.57.3. Step 3. To a solution of 2-(3-fluorophenyl)ethanol(25.26 g, 180 mmol) in pyridine (180 mL) was added TsCl(36.49 g, 186 mmol) at 0 C with silica gel blue tube. After stirringat rt for 4 h, the reaction was quenched by the addition of 2 N HCl (750 mL) at 0 C. This mixture was extracted with EtOAc (300 mL).The separable organic layer was washed with 2 N HCl (250 mL),H2O (200 mL), brine (100 mL), and dried over MgSO4, filtered, concentratedunder reduced pressure. The residue was purified by columnchromatography (SiO2, n-hexane/EtOAc = 10/1-5/1) to obtain2-(3-fluorophenyl)ethyl 4-methylbenzenesulfonate (38.54 g, 73%)as a colorless oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,702-23-8, its application will become more common.

Reference:
Article; Imaeda, Toshihiro; Ono, Koji; Nakai, Kazuo; Hori, Yasunobu; Matsukawa, Jun; Takagi, Terufumi; Fujioka, Yasushi; Tarui, Naoki; Kondo, Mitsuyo; Imanishi, Akio; Inatomi, Nobuhiro; Kajino, Masahiro; Itoh, Fumio; Nishida, Haruyuki; Bioorganic and Medicinal Chemistry; vol. 25; 14; (2017); p. 3719 – 3735;,
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2050-25-1, 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. 2050-25-1, name is 2-(2-(Benzyloxy)ethoxy)ethanol, molecular formula is C11H16O3, 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.

2-(2-Benzyloxyethoxy)ethanol [44] (1, 12.96 g, 66 mmol) and succinic acid anhydride (8.12 g, 81.1 mmol) were dissolved in CH2Cl2 (200 ml), and DMAP (9.95 g, 81.4 mmol) was added. The solution was stirred at ambient temperature for 1 h. Then AcOH (1 ml) was added and the mixture was evaporated under reduced pressure. The crude product was purified by gradient Fc (toluene/AcOEt/AcOH 150:50:2 to 25:75:1). This provided an oily liquid. Yield: 10 g (51%). 1H NMR (250 MHz, CDCl3), delta: 2.64 (s, 4H, COCH2CH2CO), 3.60-3.72 (m, 6H, PhCH2OCH2CH2OCH2CH2), 4.22-4.30 (m, 2H, CH2CH2OCO), 4.57 (s, 2H, PhCH2O), 7.30-7.37 (m, 5H, Ph), 10.53 (s, 1H, COOH). 13C NMR (62.5 MHz, CDCl3), delta: 29.0, 29.0, 63.9, 69.1, 69.4, 70.6, 73.3, 127.7, 127.9, 128.4, 138.1, 172.2 (COOR), 177.3 (COOH).

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. 2050-25-1, 2-(2-(Benzyloxy)ethoxy)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Coufalova, Lenka; Mrozek, Lech; Rarova, Lucie; Pla?ek, Luka?; Opat?ilova, Radka; Dohnal, Ji?i; Kral’Ova, Katarina; Paleta, Old?ich; Kral, Vladimir; Dra?ar, Pavel; Jampilek, Josef; Steroids; vol. 78; 5; (2013); p. 435 – 453;,
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349-95-1, 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. 349-95-1, name is (4-(Trifluoromethyl)phenyl)methanol, molecular formula is C8H7F3O, 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.

Acetophenone (120mg, 1mmol), cat.1 (5.4mg, 0.01mmol, 1.0mol%), cesium carbonate (33mg, 0.1mmol,0.1equiv.), 4- trifluoromethylbenzyl alcohol (194mg, 1.1mmol) and tert-amyl alcohol (ImL) were sequentially added to a round bottom flask 5mLin. After the reaction mixture was refluxed in air for six hours, cooled to room temperature. The solvent is removed by rotary evaporation, then purified by column chromatography(Eluent: petroleum ether / ethyl acetate) to give pure target compound, yield: 84%

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. 349-95-1, (4-(Trifluoromethyl)phenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing University of Science and Technology; Ma, Juan; Li, Lei; Li, Feng; (17 pag.)CN105439787; (2016); A;,
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517-21-5, A common compound: 517-21-5, name is Sodium 1,2-dihydroxyethane-1,2-disulfonate,molecular formula is C2H4Na2O8S2, 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.

Example 4 Preparation of compound Varenicline (I) A solution prepared dissolving a compound of formula (IV) (30.0 g, 0.12 mols) in 440 mL of tetrahydrofuran is loaded in a 1L flask. 33 g of Pd/C (containing 58.5% w/w of water, 3.97 mmols of Pd, 3% molar) are added, maintaining the reaction mixture under stirring. The reaction environment is saturated with hydrogen at atmospheric pressure and left to react for 48 h at room temperature. The suspension is filtered on celite and the panel is first washed with tetrahydrofuran and then with water. The collected organic phases are directly transferred in a 2L flask, whereas the aqueous phase is first treated with the glyoxal sodium bisulphite adduct (VI) (34.3 g, 0.13 mols) and then added to the organic phase. The so obtained biphasic mixture is heated at 55C and maintained under strong stirring for two hours. The phases are separated and the organic one is concentrated under reduced pressure. The obtained residue is added to the aqueous phase previously removed. The aqueous mixture is treated with a solution of 30% NaOH till it is actually basic. The product is extracted more times with dichloromethane and the organic phases are collected and dried with anhydrous sodium sulphate, filtered off and the solvent is removed by distillation under reduced pressure. Solid Varenicline (I) (20.5 g) is obtained with a yield of 70% in two steps starting from the compound of formula (IV).

With the rapid development of chemical substances, we look forward to future research findings about 517-21-5.

Reference:
Patent; Dipharma Francis S.r.l.; Attolino, Emanuele; Rossi,Roberto; Allegrini, Pietro; EP2551269; (2013); A1;,
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