Category: alcohols-buliding-blocks

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 66102-69-0, name is 3-Amino-2-benzylpropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C10H15NO

Preparation of 3-amino-2-benzyl-1-propanesulfonic acid (Compound N4); To a cold (-78 C.) solution of 3-hydroxypropionitrile (1 g, 14.06 mmol) in THF (30 mL), was added a solution of lithium bis(trimethylsilyl)amide (1 M in THF, 28 mL). After the reaction mixture was stirred for 1 h at -78 C., benzyl bromide (1.67 mL, 14.06 mmol) was added dropwise and the reaction mixture was warmed to reach 0 C. at which temperature the mixture was stirred overnight. The reaction was quenched with 1N HCl and extracted with EtOAc. The organic layer was washed with 1N HCl, dried over Na2SO4 and concentrated. The residue was applied on silica gel column (eluant:Hexanes:EtOAc 70:30 to 50:50) to afford 1.3 g (69%) of the 2-benzyl-3-hydroxypropionitrile. 1H NMR (300 MHz, CDCl3) delta 2.80 (bs, 1H), 2.95 (m, 3H), 3.77 (m, 2H), 7.20-7.35 (m, 5H); 13C NMR (125 MHz, CDCl3) delta 34.71, 37.03, 61.98, 120.78, 127.58, 129.06, 129.25, 136.71. The dialkylated product was isolated in 8.5% yield. To a solution of 2-benzyl-3-hydroxypropionitrile (obtained in step 1, 3 g, 24.75 mmol) in EtOH (60 mL) was added an aqueous solution of NH4OH (30%, 20 mL), followed by Ra-Ni (3 g). The suspension was stirred under atmosphere H2 pressure for 15 hours and then filtered. The filtrate was concentrated under high vacuum; and the residual product (3-1mino-2-benzyl-1-propanol) was used in the next step without purification. A solution of the crude 3-amino-2-benzyl-1-propanol (4.5 g, 27.23 mmol) in anhydrous CHCl3 (24 mL) was saturated with HCl (g), and then SOCl2 (5.2 mL, 71.0 mmol) was added dropwise at reflux. The reaction was maintained under reflux for an additional 2 hours. The reaction was then concentrated to yield a syrupy product. The crude 3-chloro-2-benzyl-1-propylamine thus obtained was used in the next step without further purification. A solution of the crude 3-chloro-2-benzyl-1-propylamine (obtained in step 3) in water (10 mL) was added dropwise to a solution of Na2SO3 (6.8 g, 54.46 mmol) in water (25 mL) under reflux. After the end of the addition, the reaction was stirred at reflux for 1 hour, then cooled down and concentrated under reduced pressure. HCl (conc. 16 mL) were added to dissolve the aminosulfonic acid and precipitate the inorganic salts which were removed by filtration. The filtrate was concentrated; and ethanol was added. The title amino sulfonic acid was precipitated as white solid which was collected by filtration, washed with EtOH and Et2O, then dried under high vacuum to give a white solid (1.87 g, 30% yield over three steps). 1H NMR (500 MHz, D2O) delta 2.52 (m, 1H), 2.8 (m, 2H), 2.94 (m, 2H), 3.08 & 3.18 (ABX, J=13.0 & 7.0 Hz, 2H), 7.25-7.37 (m, 5H). 13C NMR (125 MHz, D2O) delta 35.47, 37.78, 42.67, 52.55, 127.15, 129.09, 129.54, 138.32. ES-MS 228 (M-1).

With the rapid development of chemical substances, we look forward to future research findings about 66102-69-0.

Reference:
Patent; Neurochem (International) Limited; US2006/223855; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 3597-91-9, [1,1′-Biphenyl]-4-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, Recommanded Product: 3597-91-9, blongs to alcohols-buliding-blocks compound. Recommanded Product: 3597-91-9

General procedure: To a Schlenk tube were added Fe(NO3)3·9H2O (40.6 mg, 0.1 mmol), TEMPO (15.8 mg, 0.1 mmol), KCl (7.5 mg, 0.1 mmol), 1a (108.5 mg, 1.0 mmol), and DCE (4.0 mL) sequentially under an atmosphere of oxygen (gas bag, commercial size: 2 L, which could be expanded to 5 L). The mixture was then stirred at 25 C until completion of the reaction as monitored by TLC (petroleum ether/EtOAc = 5:1) (48h). The crude reaction mixture was filtered through a short column of silica gel (height: 2 cm, diameter: 3 cm) eluting with Et2O (3 × 25 mL). After evaporation, the residue was purified by chromatography on silica gel [petroleum ether/EtOAc = 15:1 (500 mL) to 2:1 (300 mL)] to afford benzoic acid (2a)14 (69.9 mg, 57%) as a pale yellow solid. Yields of 57% of 2a and 38% of benzaldehyde (3a)15 were observed by NMR analysisof the crude product using CH2Br2 as an internal standard and by comparison with spectra reported in the literature.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3597-91-9, [1,1′-Biphenyl]-4-ylmethanol, and friends who are interested can also refer to it.

Reference:
Article; Jiang, Xingguo; Ma, Shengming; Synthesis; vol. 50; 8; (2018); p. 1629 – 1639;,
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Related Products of 1562-00-1 , The common heterocyclic compound, 1562-00-1, name is Sodium isethionate, molecular formula is C2H5NaO4S, 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 20 g of CH3CN was added 2-hydroxyethanesulfonic acid sodium (27) 4.7 g, 2.9 g of triethylamine, 4-dimethylaminopyridine24 mg were dissolved,(24) obtained in the above (Synthesis Example 1-1-3)Was dissolved in 20 g of CH3CN dropwise at 20 or lower, The mixture was stirred at 25 for 2 hours to obtain a sulfonic acid salt (25). 20 g of CH2Cl2 and 34 g of an aqueous solution of triphenylsulfonium chloride were added, And stirred for 30 minutes. After separating the organic layer,The aqueous layer was extracted with CH2Cl2,The combined organic layers were washed three times with H2O.The solvent was distilled off under reduced pressure,8.4 g of the target compound (PAG-1) was obtained (yield of 57% in three steps).

The synthetic route of 1562-00-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shin-Etsu Chemical Co., Ltd.; Domon, Daisuke; Masnaga, Keiichi; Sakehashi, Masayoshi; Watanabe, Satoshi; (33 pag.)KR2015/71677; (2015); 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.2979-22-8, name is 2-Methoxy-2-phenylethanol, molecular formula is C9H12O2, molecular weight is 152.19, as common compound, the synthetic route is as follows.COA of Formula: C9H12O2

General procedure: An aldehyde (30 mmol), Zn(OTf)2 (13 mg, 35 mmol), and (N-Chloroethyl)morpholine HCl 6.5 mg, 35 mmol) were added to a 1dram vial. The dry solvent, acetonitrile (1mL), was added to the vial. Afterwards dipicolylamine (7 muL 35 mmol) was added to the vial and the vial was sonicated. Once the solution was transparent molecular sieves were added to the solution along with the respective alcohol (175 mmol). The assemblies were incubated for 16 h at room temperature in the dark.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2979-22-8, 2-Methoxy-2-phenylethanol, and friends who are interested can also refer to it.

Reference:
Article; Minus, Matthew B.; Featherston, Aaron L.; Choi, Sooyun; King, Sam C.; Miller, Scott J.; Anslyn, Eric V.; Chem; vol. 5; 12; (2019); p. 3196 – 3206;,
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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. 349-75-7, name is (3-(Trifluoromethyl)phenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C8H7F3O

The title compound was prepared from intermediate 6 using the method of example 45 with the reaction being facilitated with microwave irradiation at 120 C. for 20 min: white solid, 20 mg, 16.5% yield: 1H-NMR (DMSO-d6) delta 7.74-7.80 (m, 3H), 7.62-7.66 (m, 1H), 7.37-7.39 (m, 2H), 7.28 (d, 2H), 5.63 (s, 2H), 5.27 (d, 2H), 3.48 (s, 3H), 3.18 (s, 3H). LCMS retention time 2.992 min; LCMS MH+ 479.

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, 349-75-7, (3-(Trifluoromethyl)phenyl)methanol.

Reference:
Patent; HYDRA BIOSCIENCES, INC.; Chenard, Bertrand L.; Gallaschun, Randall J.; Kimball, Spencer David; US2014/275528; (2014); A1;,
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Synthetic Route of 558-42-9, 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.558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, molecular weight is 108.5667, as common compound, the synthetic route is as follows.

To a solution of ethyl 9′-hydroxy-1 0′-methyl-2′-oxo-2′,7′-dihydrospiro[cyclobutane-1 ,6′-pyrido[2, 1-a]isoquinoline]-3′-carboxylate (200 mg, 0.59 mmol)in DMF (3 ml) was added K2C03 (407.1 mg, 2.95 mmol), Nal (353.7 mg, 2.36 mmol), and1-chloro-2-methylpropan-2-ol (256.2 mg, 2.36 mmol). The reaction mixture was stirred at 90 oc for 2 h. Then the reaction was extracted with DCM twice, the combined organic phaseswere washed with brine, dried over Na2S04, filtered and concentrated. The residue waspurified by chromatography (silica gel, 0-40percent CH30H in DCM) to afford the title compound(106 mg, 43.7percent yield). LCMS (ESI) m/z: 412.4 (M + 1t.

Statistics shows that 558-42-9 is playing an increasingly important role. we look forward to future research findings about 1-Chloro-2-methyl-2-propanol.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CATALANO, John G.; DICKSON, Hamilton D.; KAZMIERSKI, Wieslaw Mieczyslaw; LEIVERS, Martin R.; WEATHERHEAD, John Gordon; (389 pag.)WO2018/154466; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 86770-74-3, 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)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, COA of Formula: C8H19NO4, blongs to alcohols-buliding-blocks compound. COA of Formula: C8H19NO4

A solution of 3 (100 mg, 0.116 mmol) in chlorobenzene (5.0 mL) was added to the mixture of 42 (67.4mg, 0.349 mmol) and triethylamine (35.3 mg, 0.349 mmol), and the mixture was stirred at roomtemperature. After18 h, the reaction mixture was evaporated to dryness. The residue was purified bycolumn chromatography (silica gel; CHCl3/MeOH = 25/1) and dried in vacuo to give 5 as a blackishsolid (24.1 mg, 23.8 %). Rf = 0.35 (CHCl3/MeOH, 10:1). 1H NMR (400 MHz, CDCl3, delta): 8.95 (s, -CH2NHCO-, 2H), 3.86-3.54 (m, HO-CH2CH2-, -CH2CH2NHCO-, 32H), 1.93 (br, HO-CH2CH2-, 2H),13C NMR (100 MHz, CDCl3): delta (ppm) = 163.0, 146.0, 145.3, 144.7, 144.4, 143.9, 143.1, 143.0, 142.4,142.3, 140.8, 138.0, 74.5, 72.7, 70.7, 70.5, 70.3, 70.1, 61.8, 59.8, 40.6. IR (KBr, cm-1): 3263, 2860,1653, 1543. UV (DMSO) lambdamax, nm (epsilon × 10-3, M-1cm-1): 265 (10), 330 (4.0).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,86770-74-3, 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, and friends who are interested can also refer to it.

Reference:
Article; Narumi, Atsushi; Nakazawa, Tatsufumi; Shinohara, Kosuke; Kato, Hiroki; Iwaki, Yoshinori; Okimoto, Haruya; Kikuchi, Moriya; Kawaguchi, Seigou; Hino, Shodai; Ikeda, Atsushi; Shaykoon, Montaser Shaykoon Ahmed; Shen, Xiande; Duan, Qian; Kakuchi, Toyoji; Yasuhara, Kazuma; Nomoto, Akihiro; Mikata, Yuji; Yano, Shigenobu; Chemistry Letters; vol. 48; 10; (2019); p. 1209 – 1211;,
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Reference of 53463-68-6, 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.53463-68-6, name is 10-Bromodecanol, molecular formula is C10H21BrO, molecular weight is 237.18, as common compound, the synthetic route is as follows.

10-Bromodecanol (50 g, 210 mmol) was oxidized using pyridiniumchlorochromate (90.5 g, 420 mmol) in CH2Cl2 (800 mL) at room temperature for 3 h. The organic layerwas filtered, and the residual was washed with petroleum. Removal of the solvent from the combinedorganic layers in vacuo gave a dark oil. The dark-colored residue was chromatographed over SiO2,and elution with hexane/EtOAc (30:1, v/v) gave crude 10-bromodecanal. Triethyl orthoformate (44.5g, 300 mmol) and p-sulphonic acid monohydrate (0.57 g, 3 mmol)were added to a stirred and ice-cooled solution of the crude 10-bromodecanal in anhydrous ethanol(300 mL). After the exothermic reaction had subsided, the mixture was left at 0 C overnight. Water wasthen added, and the mixture was made basic by adding K2CO3 solution. The mixture was extractedwith diethyl ether, and then washed with brine and dried over MgSO4. The solvent was removedunder reduced pressure and the product was chromatographed on silica (hexane/EtOAc (25:1, v/v)),which gave crude 1,l-diethoxy-10-bromodecanal.This product was converted into the title iodide by being stirred for 4 h with sodium iodide(90 g, 600 mmol) in dry acetone (500 mL) under reflux. The solvent was removed under reducedpressure, the mixture was diluted with water (200 mL), and the product was extracted withpetroleum. The extracts were washed with water, 1% Na2S2O3 solution, and brine; dried overNa2SO4; and concentrated under reduced pressure. The resulting residue was chromatographed overSiO2. Elution with hexane/EtOAc (25:1, v/v) was conducted to yield 1,l-diethoxy-10-iododecan (5) as anoil (58.8 g, 78% yield based on 10-bromodecanol); 1H-NMR (500 MHz, CDCl3) delta 1.21 (6H, t, J = 7.0 Hz),1.29 (12 H, m), 1.60 (2 H, m), 1.82 (2H, m), 3.19 (2H, t, J = 7.0 Hz), 3.49 (2H, m), 3.64 (2H, m), 4.48 (1H, t,J = 6.0 Hz); 13C-NMR (125 MHz, CDCl3) delta 102.9, 60.8, 60.8, 33.6, 33.5, 30.5, 29.4, 29.4, 29.3, 28.5, 24.7,13.4, 15.4, 7.3.

Statistics shows that 53463-68-6 is playing an increasingly important role. we look forward to future research findings about 10-Bromodecanol.

Reference:
Article; Liu, Fu; Kong, Xiangbo; Zhang, Sufang; Zhang, Zhen; Molecules; vol. 24; 9; (2019);,
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Adding a certain compound to certain chemical reactions, such as: 111-46-6, 2,2′-Oxybis(ethan-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, SDS of cas: 111-46-6, blongs to alcohols-buliding-blocks compound. SDS of cas: 111-46-6

To a solution of 2,2′-oxodiethanol (19.7 mL, 206.7 mmol, 3.0 eq.) In anhydrous tetrahydrofuran (100 mL) was added sodium (0.1 g).Stir the mixture until the sodium mass disappears,Tert-butyl acrylate (10.0 mL, 68.9 mmol, 1.0 eq.) Was then added dropwise.The mixture was stirred overnight,Brine (200 mL) was added and extracted with ethyl acetate (3 x 100 mL). The organic layer was washed with brine (3 × 300 mL),Dried over anhydrous sodium sulfate, filtered,Concentrated and purified by silica gel column chromatography (1: 1 n-hexane / ethyl acetate),A colorless oil was obtained (8.10 g, 49.4% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,111-46-6, 2,2′-Oxybis(ethan-1-ol), and friends who are interested can also refer to it.

Reference:
Patent; Hangzhou Duo Xi Biological Technology Co., Ltd.; Zhao Luoboyongxin; Huang Yuanyuan; Yang Qingliang; Gai Shun; Ye Hangbo; Xu Yifang; Guo Huihui; Cao Minjun; Li Wenjun; Cai Xiang; Zhou Xiaomai; Xie Hongsheng; Jia Junxiang; Guo Zhixiang; Lin Chen; Yang Yanlei; Ye Zhicang; Qi Tafamingrenqingqiubugongkaixingming; (338 pag.)CN110621673; (2019); A;,
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Electric Literature of 349-75-7, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 349-75-7 as follows.

General procedure: An alcohol(2.25±6.1 equiv) was added dropwise to a cooled suspension of NaH (60% dispersion in mineraloil; 2.2±6 equiv) in dry THF (0.5±1.5 mL) at 0 C and the mixture was stirred for 1 hunder argon atmosphere. A solution of 10 in dry THF (0.5±1.5 mL) was added dropwise andmixture was stirred overnight letting to warm up to rt. The reaction was quenched with icewater and acidified with a solution of KHSO4 until pH3. The aqueous phase was extractedwith EtOAc. The combined organic layers were washed with brine and the solvent was evaporatedunder reduced pressure at 40 C. The crude residue was purified by flash column chromatographywith appropriate eluents and a gradient.Heptyl 6-(heptyloxy)-2-[(4-methoxyphenoxy)methyl]-5-methylpyrimidine-4-carboxylate(11). General procedure III was followed except that the mixture containing the alkoxidewas added dropwise to the solution of 10. NaH (60% in mineral oil; 69.2 mg, 1.73 mmol, 2.2equiv), dry THF (1.25 mL), 1-heptanol (0.250 mL, 1.77 mmol, 2.25 equiv); compound 10(0.300 g, 0.787 mmol), dry THF (1.25 mL). Flash chromatography eluents: cyclohexane (A),EtOAc (B); gradient: 10%30% B×15 CV. Compound 11 was isolated as an orange oil (46.6mg, 0.0958 mmol, 12.2% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,349-75-7, its application will become more common.

Reference:
Article; Provenzani, Riccardo; Tarvainen, Ilari; Brandoli, Giulia; Lempinen, Antti; Artes, Sanna; Turku, Ainoleena; Jaentti, Maria Helena; Talman, Virpi; Yli-Kauhaluoma, Jari; Tuominen, Raimo K.; Boije af Gennaes, Gustav; PLoS ONE; vol. 13; 4; (2018);,
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