Author: tianli

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. 100751-63-1, name is 6-Bromo-2-naphthylmethanol, molecular formula is C11H9BrO, 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. Formula: C11H9BrO

stirring to (6-bromonaphthalen-2-yl)methanol (18.1 g, 76.7 mmol, 1.00 eq.) at 0 CPCC (34.6 g, 92.0 mmol, 1.20 eq.) was added portionwise in DCM (300 mL).The mixture was stirred at room temperature for 16 hours and then filtered.The filtrate was concentrated in vacuo. The crude product was purified by silica gel chromatography (petroleum ether: DCM = 10-70%).6-Bromonaphthalene-2-carbaldehyde (12.8 g, a two-step yield of 68%) was obtained as a white solid.

With the rapid development of chemical substances, we look forward to future research findings about 100751-63-1.

Reference:
Patent; Huazhong University of Science and Technology; Zhu Mingqiang; Wang Yalong; Li Chong; Fan Cheng; (28 pag.)CN108530392; (2018); A;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.623-04-1, name is (4-Aminophenyl)methanol, molecular formula is C7H9NO, molecular weight is 123.1525, as common compound, the synthetic route is as follows.Application In Synthesis of (4-Aminophenyl)methanol

portion of HBTU (1.6 g, 4.3 mmol) was added to a solution of Fmoc-Leu(OH) (1 g, 2.8 mmol) dissolved in 5 mL of 4% NMM in DMF and was left to stir under N2 for10 min. A portion of p-aminobenzyl alcohol (357 mg, 2.89 mmol) was then added to the reactionmixture under N2. After stirring for 5 h the reaction mixture was added to 50 mL of DCM andwashed 3 times with 50 mL of 10% LiCl in water. The organic layer was dried over sodiumsulphate and evaporated to dryness under vacuum. Flash silica-gel chromatography (3.5 %MeOH in CH2Cl2) afforded 1 as a white solid (954 mg, 69%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,623-04-1, (4-Aminophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Bakthavatsalam, Subha; Franz, Katherine J.; George, Daniel J.; Wiangnak, Petpailin; Zhang, Tian; Bioorganic and medicinal chemistry letters; (2020);,
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Application of 6329-73-3, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.6329-73-3, name is 1-(Benzo[d][1,3]dioxol-5-yl)ethanol, molecular formula is C9H10O3, molecular weight is 166.1739, as common compound, the synthetic route is as follows.

General procedure: In an oven dried Schlenk tube, were added alcohol 1 (69.0-199.5 mg, 0.5 mmol), CuI (10 mol%)and 1,10-Phenanthroline (20 mol%) and K3PO4 (2 mmol) followed by the addition of dioxane (2mL) at room temperature under open air atmosphere. The stirred reaction mixture was heated inan oil bath at 80 C for 7-48 h. Progress of the reaction was monitored by TLC till the reaction iscompleted. Then, the reaction mixture was cooled to room temperature, quenched with aqueousNH4Cl solution and then extracted with CH2Cl2 (3 10 mL). The organic layer was washed withsaturated NaCl solution, dried (Na2SO4), and filtered. Evaporation of the solvent under reducedpressure and purification of the crude material by silica gel column chromatography (petroleumether/ethyl acetate) furnished the aldehyde/ketone 2 (61-97%).

Statistics shows that 6329-73-3 is playing an increasingly important role. we look forward to future research findings about 1-(Benzo[d][1,3]dioxol-5-yl)ethanol.

Reference:
Article; Reddy, Alavala Gopi Krishna; Mahendar, Lodi; Satyanarayana, Gedu; Synthetic Communications; vol. 44; 14; (2014); p. 2076 – 2087;,
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Synthetic Route of 6214-44-4, 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. 6214-44-4, name is (4-Ethoxyphenyl)methanol, molecular formula is C9H12O2, 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: All oxidation experiments are performed in a 120 mL autoclave equipped with the magnetic stirring and automatic temperature control. A typical procedure for the oxidation of 1 is as follows: a CH2Cl2 (10 mL) solution of 1 (1.0 g, 9.2 mmol), NBS (3.0 mol%), DDQ (7.0 mol%), and NaNO2 (10.0 mol%) is charged into the reactor, and the atmosphere inside is replaced with the pure oxygen after the reactor is sealed. Under stirring, oxygen is charged to 0.3 MPa at room temperature and the autoclave is preheated to 90 C, and then kept for 2 h. After reaction, the autoclave was cooled and the mixture is analyzed by GC and GC-MS after the excess gas (unreacted oxygen and little nitrogen oxide) is purged.

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 6214-44-4, (4-Ethoxyphenyl)methanol.

Reference:
Article; Tong, Xinli; Sun, Yongfa; Yan, Yongtao; Luo, Xuan; Liu, Jinbiao; Wu, Zhidong; Journal of Molecular Catalysis A: Chemical; vol. 391; 1; (2014); p. 1 – 6;,
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Related Products of 722-92-9, 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. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol. A new synthetic method of this compound is introduced below.

General procedure: To the solution of substituted aniline (7 or 21, 10.0 mmol) in pyridine (1 M) at room temperature, aryl sulfonyl chloride (10,10.5 mmol) was added. The mixture was allowed to stir at room temperature for overnight. After the complete consumption of thesubstituted aniline (monitored by TLC), the reaction mixture wasquenched with water, and the aqueous layer was extracted with dichloromethane. The combined organic layer was washed withaqueous copper sulfate. The organic layer was then dried over sodiumsulfate, filtered, and concentrated under reduced pressure.The obtained residue was purified by silica gel (100e200) columnchromatography using n-hexane: EtOAc as an eluent to get phenylbenzene sulfonamides 11, 22.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,722-92-9, its application will become more common.

Reference:
Article; Padala, Anil K.; Wani, Abubakar; Vishwakarma, Ram A.; Kumar, Ajay; Bharate, Sandip B.; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 744 – 755;,
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Reference of 23147-58-2 , The common heterocyclic compound, 23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, 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.

[0623j To a solution of 1 -(tert-butyl)-N-(2-methyl-4-(6-((4,5 ,6,7-tetrahydropyrazolo [1,5 – a]pyrazin-2-yl)amino)pyrimidin-4-yl)benzyl)- 1H-pyrazole-4-carboxamide (240 mg, 0.49 mmol) and Et3N (69 uL, 0.49 mmol) in 1,2-dichioroethane (4.0 mL), was added AcOH (28 uL, 0.49 mmol), [1,4]dioxane-2,5-diol (89 mg, 0.74 mmol) and sodium triacetoxyborohydride (200mg, 0.99 mmol). The reaction mixture was stirred at rt for 1 h, extracted with EtOAc, and washed with aqueous NaHCO3 and brine. The organic layer was separated, dried (MgSO4), filtered and concentrated in vacuo to afford a residue which was purified by reverse phase chromatography (CH3CN/H20 with 0.05% TFA as mobile phase) to give the title compound as a white powder (178 mg, yield: 51% as TFA salt). LCMS: RT 0.85 mm.; MH+ 530.3; ?H NMR (400 MHz, DMSO-d6) 5: 10.41 (br. s., 1H), 8.73 (d, J = 1.00 Hz, 1H), 8.51 (t, J = 5.77 Hz, 1H), 8.32 (d, J = 0.75 Hz, 1H), 7.92 (d, J = 0.50 Hz, 1H), 7.71 – 7.87 (m, 1H), 7.63 (br. s., 1H), 7.39 (d, J = 8.03 Hz, 1H), 6.52 (br. s., 1H), 4.17 – 4.76 (m, 6H), 3.65 – 3.97 (m, 4H), 3.38 (br. s., 2H), 2.41 (s, 3H), 1.53 (s, 9H).

The synthetic route of 23147-58-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; MA, Bin; CHAN, Timothy, Raymond; SUN, Lihong; ZHANG, Lei; KUMARAVEL, Gnanasambandam; LYSSIKATOS, Joseph, P.; KOCH, Kevin; MIAO, Hua; WO2015/89337; (2015); A1;,
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Reference of 928-51-8 , The common heterocyclic compound, 928-51-8, name is 4-Chlorobutan-1-ol, 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.

REFERENCE EXAMPLE 2 5,5,5-triphenylpentanol t-Butylchlorodimethylsilane (8.3 g, 55 mmol) was added to a stirred mixture of 4-chlorobutanol (5.0 mL, 50 mmol), silver nitrate (12.8 g, 75.1 mmol), and pyridine (4.0 mL, 50 mmol) in 40 mL of dry THF. After 4 hr, the reaction mixture was filtered through Celite and evaporated to give a yellow oil. The material was purified by distillation to provide 4-chlorobutyl t-butyldimethylsilyl ether as a colorless oil (11 g, quantitative).

The synthetic route of 928-51-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Demers; James P.; Johnson; Sigmond; Weidner-Wells; Michele Ann; Kanojia; Ramesh M.; Fraga; Stephanie A.; Klaubert; Dieter; US5874436; (1999); A;,
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Electric Literature of 19064-18-7, 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. 19064-18-7, name is (2,6-Difluorophenyl)methanol. A new synthetic method of this compound is introduced below.

Example 33 Preparation of 5-(2,2-difluoro-6-methylbenzo[d]1,3-dioxolen-5-yl)-2-[2,6-difluorophenyl)methoxy]pyrimidine (62) To a solution of 2,6-difluorobenzyl alcohol (288 mg, 2 mmol) in 10 ml dry THF was added sodium hydride (80 mg, 60% mineral oil dispersion, 2 mmol). The resulting suspension was stirred at r.t. for 30 min before addition of 2,5-dibromopyrimidine (476 mg, 2 mmol). After stirred for 1 h at r.t. the reaction mixture was diluted with EA, worked up with aqueous sodium bicarbonate/brine. The organic phase was dried over sodium sulfate, concentrated, subjected to silica gel flash column using hexane and EA as eluents to give 290 mg 60 as white solid (yield: 48%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,19064-18-7, (2,6-Difluorophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; CalciMedica, Inc.; US2012/316182; (2012); A1;,
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Electric Literature of 124937-73-1, Adding some certain compound to certain chemical reactions, such as: 124937-73-1, name is 3-(2-Methoxy-5-methylphenyl)-3-phenylpropan-1-ol,molecular formula is C17H20O2, 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 124937-73-1.

EXAMPLE 8 Preparation of tolterodine from 3-(2-hydroxy-5-methyl-phenyl)-3-phenylpropionic acid methyl ester (V) The compound 3-(2-hydroxy-5-methyl-phenyl)-3-phenylpropionic acid methyl ester (44 g 0.163 mol) is refluxed for 24 hours in a mixture consisting of 75 ml of methanol, 75 ml of acetone containing methyl iodide (25 g, 0.175 mol) and potassium carbonate (13.75 g, 0.1 mol). Afterwards, the solid is filtered off and the solvent is evaporated off. The residue is dissolved in ether and washed with water. The solvent is evaporated off to obtain 40 g of an oil which is redissolved in ether (75 ml) and slowly dropped in a solution of lithium aluminium hydride (5.6 g, 0.147 g) in 150 ml of anhydrous ether. The mixture is left under stirring overnight. Afterwards the lithium aluminium hydride excess is destroyed with water and 15% sodium hydroxide. The precipitate is filtered off and solvent is evaporated off to obtain 35 g of an oil corresponding to the propanol derivative. The resulting oil is dissolved in 50 ml of chloroform containing 15 ml of pyridine and the mixture is cooled to -10 C. p-Toluenesulfonyl chloride (14 g, 0.07 mols) is dropped therein and the mixture is reacted at -5/0 C. overnight, then poured in ice/water. The organic phase is separated, washed with diluted hydrochloric acid and distilled under vacuum at a temperature below 50 C. The resulting low-melting solid, that is the tosyl-derivative, is placed in autoclave together with 50 ml of acetonitrile and 50 g of diisopropylamine. After heating the mixture at 80 C. for a week, volatile solvents are evaporated off. The residue is treated with 2N sodium hydroxide and extracted with ether. The product is extracted from the ether phase with a 2N HCl solution. After further washings with ether, the acidic phase is adjusted to basic pH with sodium hydroxide and the product is re-extracted with ether. The organic solution is then evaporated to give an oil (20 g) corresponding to tolterodine phenol-protected as the methyl ether. Said oil is finally dissolved in dichloromethane (75 ml), cooled to 0 C. and treated with a IN solution of boron tribromide in dichloromethane (32 ml 0.032 mols). The mixture is kept one week under stirring in thermocryostat at temperatures ranging from 0 to 5 C. Afterwards, the solvent is evaporated off and the residue is partitioned in a basic water/ether mixture. The organic solvent is evaporated off to obtain an oil which is purified by flash chromatography (eluent hexane-ethyl acetate 7:3) and is tolterodine free base.

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. 124937-73-1, 3-(2-Methoxy-5-methylphenyl)-3-phenylpropan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DIPHARMA S.P.A.; US2006/189827; (2006); A1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 623-04-1, (4-Aminophenyl)methanol, 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, 623-04-1, blongs to alcohols-buliding-blocks compound. Safety of (4-Aminophenyl)methanol

Dissolve p-aminobenzyl alcohol (1.20 g, 9.7 mmol) in distilled water (3 mL).Concentrated hydrochloric acid (36% HCl, 3 mL) was added,An aqueous solution (10 mL) of sodium nitrite (NaNO2, 0.69 g, 10.0 mmol) was slowly added dropwise at 0C.After 30 min, a solution of sodium azide (NaN3, 0.78 g, 12.0 mmol) in water (10 mL) was slowly added dropwise.Then stir at room temperature for 14-16 hours, extract three times with ethyl acetate, dry, and spin down to remove ethyl acetate.The obtained p-azidobenzyl alcohol (1.32 g, yield 88.5%) was used directly for the next reaction.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-04-1, its application will become more common.

Reference:
Patent; Nankai University; Li Changhua; Chen Haoliang; (17 pag.)CN107417714; (2017); A;,
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