Author: tianli

Synthetic Route of 59854-12-5 ,Some common heterocyclic compound, 59854-12-5, molecular formula is C8H16O3, 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 of tert-butyl-4-hydroxybutyrate (24, 100 mg, 0.62 mmol) in EtOAc (5 mL) was added CDI (101 mg, 0.62 mmol) and the reaction mixture was stirred for 3 h. Amine hydrochloride 20 (285 mg, 0.62 mmol) was added to the reaction mixture and the reaction was refluxed for 22 h. Upon cooling to rt the solvent was evaporated and the resultant residue was purified by column chromatography (silica-gel, gradient 10-20% EtOAc in petroleum ether) to afford impure ter/-butylester 25 (140 mg) as yellow oil: 1H NMR (CDCl3, 400 MHz) delta 8.36 (d , J = 8.8 Hz, 2H), 7.96 (d, J= 8.8 Hz, 2H), 7.34-7.22 (m, 5H), 4.77-4.76 (m, IH), 4.03-3.97 (m, 2H), 3.85-3.82 (m, IH), 3.20-3.17 (m, 2H), 3.02-2.87 (m, 2H), 2.38-2.34 (m, 2H), 2.24-2.18 (m, 2H), 1.89-1.82 (m, 3H), 1.46 (s, 9H), 0.91-0.87 (m, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59854-12-5, its application will become more common.

Reference:
Patent; AMPLYX PHARMACEUTICALS, INC.; MUTZ, Mitchell; BARR, Kenneth, J.; GESTWICKI, Jason; WO2010/77317; (2010); A2;,
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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 16297-94-2, name is 3-(3-Methyl-3H-diazirin-3-yl)propan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

Intermediate 1 was dissolved with 40 mL of dichloromethane, then 3 mL of triethylamine was added.Then, p-toluenesulfonyl chloride (2.86 g, 15 mmol) was slowly added to the reaction solution.The reaction was stirred at room temperature overnight. After the reaction was completed, 1N HCl was added to the reaction solution. The organic phase is separated and the aqueous phase is extracted with dichloromethane. The combined organic phases were washed first with 1 N HCl and then with 1 N NaOH.Dry over anhydrous sodium sulfate and concentrate.The product was purified by silica gel column to give Intermediate 2 (2.2 g, yield 82%).

With the rapid development of chemical substances, we look forward to future research findings about 16297-94-2.

Reference:
Patent; Peking University; Zhou Demin; Si Longlong; Zhang Ziwei; Han Xu; Meng Kun; Zhang Bo; Xiao Sulong; Zhang Lihe; Zhou Xueying; (24 pag.)CN107304221; (2017); A;,
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Adding a certain compound to certain chemical reactions, such as: 495-76-1, Benzo[d][1,3]dioxol-5-ylmethanol, 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, Quality Control of Benzo[d][1,3]dioxol-5-ylmethanol, blongs to alcohols-buliding-blocks compound. Quality Control of Benzo[d][1,3]dioxol-5-ylmethanol

General procedure: General procedure for preparation of benzyl bromides from benzaldehydes: To a stirring solution of aldehyde (1.0 equiv) in methanol (0.2 M) was added sodium borohydride (2.0 equiv.). The resulting solution was stirred at RT for 30-60 mins, until no precipitate was evident in solution and flask was cool to the touch. Solvent was removed in vacuo and dichloromethane introduced. Organic layer was washed using water, dried over sodium sulfate, filtered and solvent removed in vacuo to yield crudebenzyl alcohol, which was used without further purification. To a stirring solution of benzyl alcohol (1.0 equiv.) in dry dichloromethane (0.1 M) at 0 C was added phosphorus tribromide (1.1 equiv.). The reaction solution was stirred at 0 00 for 30 mins, quenched with water, transferred to a separating funnel and the organic layer washed with water. Combined organic layers were dried over sodium sulfate, filteredand solvent removed in vacuo to yield crude benzyl bromide, which was used without purification in catalytic Wittig reactions. o Br 5-(Bromomethyl)-1,3-benzodioxole was prepared inaccordance with the general procedure. 1,3-Benzodioxol-5-o – ylmethanol was prepared in 88% yield (2.68 g, 17.6 mmol) fromthe reaction of piperonal (3.00 g, 20 mmol, 1 .0 equiv.) and sodium borohydride (1 .51 g,40 mmol, 2.0 equiv.). Upon reaction with phosphorus tribromide (1.82 mL, 19.4 mmol,1.1 equiv.), 5-(bromometh/l)-1,3-benzodioxole was obtained as a white solid in 85%yield (3.54 g, 16.5 mmol). H NMR (400 MHz, CDCI3) 6: 3.84 (s, 3H), 3.87 (s, 6H), 4.47(s, 2H), 6.62 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,495-76-1, Benzo[d][1,3]dioxol-5-ylmethanol, and friends who are interested can also refer to it.

Reference:
Patent; DUBLIN CITY UNIVERSITY; O’BRIEN, Christopher; WO2014/140353; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 104-38-1, 1,4-Bis(2-hydroxyethoxy)benzene, 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

EXAMPLE 125 Sulfamic acid 2-[4-[2-[(aminosulfonyl)oxy]ethoxy]phenoxy]ethyl ester A mixture of 19.8 g (0.1 mole) of hydroquinone bis (2-hydroxyethyl)ether (98%, Aldrich) and 41.4 g (0.41 mole) of triethylamine in 350 ml of acetonitrile was added to a cooled (acetone-ice bath, temp?15 C.) solution of 130 ml of sulfamoyl chloride solution (3.14 M solution in acetonitrile) and 100 ml of acetonitrile. The mixture was mechanically stirred at ambient temperature overnight. The solvent was evaporated under reduced pressure and the residue was partitioned between 400 ml of water and 800 ml of ethyl acetate. The aqueous layer was extracted with two 400 ml portions of ethyl acetate and the combined ethyl acetate extracts (1.61) were washed with two 400 ml portions of water, dried (magnesium sulfate) and the solvent evaporated under reduced pressure to give a viscous residue which was triturated with 100 ml of methylene chloride and let stand at ambient temperature for two days. The resulting solid was collected by filtration and then washed with water until the filtrate was neutral to pH paper and dried (air). The solid was recrystallized from acetonitrile to yield 9.9 g (29%) of a white solid containing a small amount of acetonitrile, mp 162-164 C. Analysis: Calculated for C10 H16 N2 O8 S2: C, 33.70; H, 4.53; N, 7.86. Found: C, 34.30; H, 4.62, N, 8.03.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,104-38-1, 1,4-Bis(2-hydroxyethoxy)benzene, and friends who are interested can also refer to it.

Reference:
Patent; A. H. Robins Co., Inc.; US5025031; (1991); A;,
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Application of 111-90-0 ,Some common heterocyclic compound, 111-90-0, molecular formula is C6H14O3, 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.

Chloroformate solution was made by adding triphosgene (98.9 mg, 0.333 mmol) to a stirred solution of di(ethylene glycol) monoethyl ether (134.2 mg, 1 mmol) and dry triethylamine (101.2 mg, 0.139 mL, 1 mmol) in dry dichloromethane (2 mL) at 0 C. under an argon atmosphere, and stirred for 1 h at 0 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,111-90-0, its application will become more common.

Reference:
Patent; AllTranz Inc.; US2011/245288; (2011); A1;,
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Related Products of 616-29-5 ,Some common heterocyclic compound, 616-29-5, molecular formula is C3H10N2O, 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 Schiff base ligand, H2L, N,N0-bis(salicyaldehydene)-1,3-diaminopropan-2-ol was synthesized in a reported literature [19].Salisaldehyde (0.244 g, 2 mmol) was heated under reflux with1,3-diaminopropan-2-ol (0.089 g, 1 mmol) in 30 ml dehydratedalcohol. After 10 h the reaction solution was evaporated underreduced pressure to yield a gummy mass, which was dried undervacuum and stored over CaCl2 for subsequent use. Yield, 0.278 g(82.8%). Anal. Calc. for C17H18N2O3 (H2L): C, 68.48; H, 6.08; N,9.39. Found: C, 68.40; H, 6.02; N, 9.35%. 1H NMR (CDCl3) d = 3.68(dd, J = 12.4, 6.8 Hz, 2H), 3.84 (dd, J = 12.4, 4.0 Hz, 2H), 4.23-4.25(m, 1H), 6.88 (t, J = 7.2 Hz, 2H), 6.96 (d, J = 8.4 Hz, 2H), 7.25 (dd,J = 7.6, 1.6 Hz, 2H), 7.32 (td, J = 8.8, 1.6 Hz, 2H), 8.36 (s, 2H) ppm.13C NMR d, 62.9, 70.2, 117.0, 118.5, 118.6, 131.5, 132.5, 161.1,167.3 ppm. IR (KBr, cm1): 1634, 1611 (vCN), 3412 (vOH), UV-Vis(kmax, nm): 221, 267, 316, 410 nm.

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. 616-29-5, 1,3-Diaminopropan-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Dey, Dhananjay; Kaur, Gurpreet; Patra, Moumita; Choudhury, Angshuman Roy; Kole, Niranjan; Biswas, Bhaskar; Inorganica Chimica Acta; vol. 421; (2014); p. 335 – 341;,
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Application of 83647-43-2 ,Some common heterocyclic compound, 83647-43-2, molecular formula is C8H9BrO, 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.

INTERMEDIATE 2 5-bromo-4-methyl-2-benzofuran-1 (3H)-one; Step B; To a flask charged with (3-bromo-2-methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M TFA solution ofthalliumtrifluoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at RT overnight. Analysis by TLC showed no starting material remaining. The solvent was removed under vacuum, and the residuewas pumped under high vacuum for 30 min to ensure complete removal of TF A. To the residuewas then added Palladium(II) Chloride (529 mg, 2.98 mmol), Lithium Chloride (2.53 g, 59.7mmol), Magnesium Oxide (2.41 g, 59.7 mmol), and MeOH (150 mL). The reaction was flushedwith CO twice, and kept under CO at room temperature. Analysis by LC showed a big product spot within 2 hours. To this solution was added ethyl acetate to precipitate the salts. Thesolution was filtered through a Celite pad, washed with EtOAc, adsorbed onto silica and purifiedby silica gel chromatography to afford the title compound: 1H-NMR (500 MHz, CDCh) 8 ppm7.71 (d, J= 8.0 Hz, 1H), 7.58 (d, J= 8.0 Hz, 1H), 5.25 (s, 2H), 2.37 (s, 3H).

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. 83647-43-2, (3-Bromo-2-methylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; WO2013/28474; (2013); A1;,
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Application of 101597-25-5, 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 101597-25-5, name is 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

A stirred solution of 4-(4-methoxyphenyl)naphthalen-2-ol (0.50 g, 2.0 mmol), 1,1-bis(4-methoxyphenyl)prop-2-yn-1-ol (0.563 g, 2.1 mmol), trimethyl orthoformate (0.424 g, 0.4 mL, 4.0 mmol) and pyridinium p-toluenesulfonate (0.03 g, 0.10 mmol) in 1,2-dichloroethane (25 mL) was heated under reflux for 2 h. The solvent was removed in-vacuo and the residue was purified by elution from silica using EtOAc (30% in hexanes) as eluent to afford the title compound as a viscous orange oil/ foam (0.89 g, 89 %); numax 521, 552, 580, 650, 667, 696, 738, 765, 826, 946, 1000, 1014, 1029, 1093, 1112, 1171, 1198, 1242, 1288, 1302, 1439, 1456, 1505, 1584, 1606 cm-1; 1H NMR (CDCl3) deltaH 3.78 (s, 6H, 2 × OMe), 3.89 (s, 3H, OMe), 6.22 (d, J = 10.0 Hz, 1H, 2-H), 6.84 (app. d, J = 8.7 Hz, 4H, Ar-H), 6.99 (app. d, J = 8.5 Hz, 2H, Ar-H), 7.14 (s, 1H, 5-H), 7.24 – 7.28 (m, 1H, Ar-H), 7.33 (d, J = 9.9 Hz, 1H, 1-H), 7.38 – 7.42 (m, 6H, Ar-H), 7.45 – 7.49 (m, 1H, Ar-H), 7.82 (d, J = 8.4 Hz, 1H, 7-H), 8.01 (d, J = 8.4 Hz, 1H, 10-H); 13C NMR (CDCl3) deltaC 55.3, 82.2, 113.2, 113.4, 113.7, 119.1, 119.3, 121.6, 123.5, 126.4, 126.7, 127.8, 127.9, 128.4, 130.3, 131.0, 132.7, 137.3, 141.8, 150.0, 158.9, 159.1. HRMS found [M+H]+ = 501.2050, C34H28O4 requires [M+H]+ = 501.2060.

According to the analysis of related databases, 101597-25-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Aiken, Stuart; Armitage, Ben; Gabbutt, Christopher D.; Heron, B. Mark; Tetrahedron Letters; vol. 56; 33; (2015); p. 4840 – 4842;,
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Adding a certain compound to certain chemical reactions, such as: 7073-69-0, 2-(2-Bromophenyl)propan-2-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, Safety of 2-(2-Bromophenyl)propan-2-ol, blongs to alcohols-buliding-blocks compound. Safety of 2-(2-Bromophenyl)propan-2-ol

2-(2-Bromophenyl)propene (6b) was synthesized in a similar way by dehydration of 65.00 g (0.33 mol) of compound 5b with 49.50 g (0.36 mol) of phthalic anhydride. The oily crude product, 49.50 g, was distilled under reduced pressure. Yield 46.50 g (77%), purity 98% (GLC), bp 64-65C (1 mm), d420 = 1.5365,nD20 = 1.5595; MRD 47.50, calcd. 47.46; published data [21]: bp 55-65C (0.9 mm), nD27 = 1.553. IR spectrum,nu, cm-1: 3090, 1648, 910 (C=CH2), 740 (C-Br).1H NMR spectrum, delta, ppm: 2.07 m (3H, CH3), 4.95 mand 5.23 m (2H, =CH2), 7.03-7.37 m (3H, Harom),7.58 d (1H, 3-H, J = 7 Hz). 13C NMR spectrum, deltaC,ppm: 145.5 (C1), 128.1 (C2), 129.5 (C3, C4), 126.9(C5), 132.8 (C6), 121.7 (C7), 116.0 (C8), 23.5 (CH3).Found, %: C 54.51; H 4.40; Br 40.35. C9H9Br. Calculated,%: C 54.85; H 4.60; Br 40.55.

The synthetic route of 7073-69-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fedorov; Fedorova; Sheverdov; Pavlov; Eremkin; Russian Journal of Organic Chemistry; vol. 52; 6; (2016); p. 806 – 812; Zh. Org. Khim.; vol. 52; 6; (2016); p. 806 – 812,7;,
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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 79418-41-0, name is 3-Amino-7-hydroxy-2H-chromen-2-one. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C9H7NO3

General procedure: To a solution of 3-amino 7-hydroxycoumarin (1.0 eq) in dimethylformamide (DMF) (20 mL) was added anhy. K2CO3 (2.5 eq) and stirredat room temperature for 10-15 min. To this mixture, alkyl bromide(1.0 mmol) was added and resulting solution was stirred at room temperature(rt) for 22-24 h. The completion of reaction was checked byTLC. After completion of reaction, the reaction mixture was pouredinto ice-cold water to give solid. The solid was filtered, washed withwater, dried and recrystallized from ethanol to give compound 13 asoffwhite solid. These compounds 14a-lwere directly used for next step.

With the rapid development of chemical substances, we look forward to future research findings about 79418-41-0.

Reference:
Article; Durgapal, Sunil Dutt; Soni, Rina; Soman, Shubhangi S.; Prajapati; Journal of Molecular Liquids; vol. 297; (2020);,
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