Month: March 2021

Reference of 61367-62-2, 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.61367-62-2, name is 4-Bromo-3,5-dimethoxybenzyl alcohol, molecular formula is C9H11BrO3, molecular weight is 247.09, as common compound, the synthetic route is as follows.

Synthesis of 2-bromo-5-[(1-isopropoxyethoxy)methyl]-1,3-dimethoxybenzene Cyclopentyl methyl ether (100 mL), tetrahydrofuran (10 mL), isopropyl vinyl ether (9.3 mL), and pyridinium p-toluenesulfonate (1.00 g) were sequentially added to (4-bromo-3,5-dimethoxyphenyl)methanol (10.02 g), and the mixture was stirred for about 2.5 hours at room temperature. The reaction liquid was filtered, and the filtrate was washed sequentially with a 5percent aqueous solution of sodium hydrogen carbonate and water. The solvent was distilled off under reduced pressure, and the residue was azeotropically boiled with cyclopentyl methyl ether, to obtain 15.75 g (content 13.47 g, yield 99.6percent) of the title compound as a pale orange oily matter. 1H-NMR (400MHz, CDCl3) delta: 1.18 (d, J=6.4Hz, 3H), 1.23 (d, J=6.0Hz, 3H), 1.38 (d, J= 5.2Hz, 3H), 3.88-3.94 (m, 1H), 3.90 (s, 6H), 4.49 (d, J=12.0Hz, 1H), 4.61 (d, J=12.4Hz, 1H), 4.87 (q, J=5.2Hz, 1H), 6.58 (s, 2H).

The chemical industry reduces the impact on the environment during synthesis 61367-62-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP2202233; (2010); A1;,
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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. 10029-04-6, name is Ethyl 2-(hydroxymethyl)acrylate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: Ethyl 2-(hydroxymethyl)acrylate

General procedure: Under N2 atmosphere and at 0 C, to a stirred solution of MBHalcohols 1 (0.3 mmol) and PPh3 (0.6 mmol) in EtOAc orCH2Cl2 (2 mL) in a Schlenk tube (25 mL) was slowly addedazodicarboxylates 2 (0.6 mmol) over 5 minutes by the means ofa microsyringe. The resulting reaction mixture was allowed towarm up to room temperature and stirred until the MBH alcohols1 were completely consumed, as monitored by TLC. Thesolvent was removed under reduced pressure and the residuewas purified by column chromatography on silica gel (gradienteluant: petroleum ether/ethyl acetate 9:1-3:1) to afford thehydrazines 3.

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, 10029-04-6, Ethyl 2-(hydroxymethyl)acrylate.

Reference:
Article; Xu, Silong; Shang, Jian; Zhang, Junjie; Tang, Yuhai; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 990 – 995;,
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Electric Literature of 4170-90-5, 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.4170-90-5, name is Mesitylmethanol, molecular formula is C10H14O, molecular weight is 150.2176, as common compound, the synthetic route is as follows.

General procedure: In a flask was placed Na-Mont (30 mg), 1a (1 mmol, 0.18 g),TMSCl (2 mmol, 0.22 g, 0.25 mL), and CH2Cl2 (5 mL). The mixture was stirred at r.t. for 40 min. The solid material was filtered off, and the filtrate was concentrated. Compound 3a was isolated by Kugelrohr distillation under vacuum in 90% yield as a colorless liquid.

The chemical industry reduces the impact on the environment during synthesis 4170-90-5, I believe this compound will play a more active role in future production and life.

Reference:
Article; Tandiary, Michael Andreas; Masui, Yoichi; Onaka, Makoto; Synlett; vol. 25; 18; (2014); p. 2639 – 2643;,
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Reference of 534-03-2, Adding some certain compound to certain chemical reactions, such as: 534-03-2, name is 2-Aminopropane-1,3-diol,molecular formula is C3H9NO2, 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 534-03-2.

General procedure: To a stirred mixture of serinol 8 (1 equivalent) and K2CO3 (3 equivalents) in DMSO at 70-80 oC wasadded the appropriate fluoroaromatic 7d-f in portions over 5 minutes. The resulting colouredmixture was stirred (typically 3 hours), allowed to cool to room temperature, and then poured intoice-water with stirring. The resulting diol 9c-f was collected, washed with water and allowed to dry inair.

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. 534-03-2, 2-Aminopropane-1,3-diol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chappel, Lucy; Leong, Chee-Onn; Mai, Chun-Wai; Meikle, Ian T.; Stanforth, Stephen P.; Truong, Thang V.; Wong, Lai Chun; Bioorganic and medicinal chemistry letters; (2019);,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 110-73-6, name is 2-(Ethylamino)ethanol, the common compound, a new synthetic route is introduced below. Application In Synthesis of 2-(Ethylamino)ethanol

1.0 g (11.22 mmol) of 2- (ethylamino) ethanol,10 mL of acetonitrile,0.77 g (5.61 mmol) of potassium carbonate was added to the reaction flask,Warmed to 60 C,A solution of 1.98 g (11.22 mmol) of benzyl bromide and 10 mL of acetonitrile was added dropwise for 15 min.Continue to react for 30 minutes,HPLC detection reaction was complete,After treatment, the reaction solution was evaporated to dryness,Add 20mL water,Extraction with ethyl acetate,The combined organic phases were dried over anhydrous sodium sulfate,Of 1.47 g of a brown oil (II)Yield 75.0%.

The synthetic route of 110-73-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kebeiyuan (Beijing) Bio-pharmaceutical Technology Co., Ltd.; Beijing Zhiyuan Technology Co., Ltd.; Liu Qi; Cheng Zengjiang; (46 pag.)CN107468685; (2017); 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.19064-18-7, name is (2,6-Difluorophenyl)methanol, molecular formula is C7H6F2O, molecular weight is 144.12, as common compound, the synthetic route is as follows.Product Details of 19064-18-7

A solution of 2 ml (18.0 mmol) (2,6-difluorophenyl) methanol in 15 ml at 0 C stirred dry tetrahydrofuran was treated with 865.9 mg (6.21 mmol) of sodium hydride (60% in mineral oil), followed by 1.72 ml (18.0 mmol) of 2-bromopyridine.The solution was stirred at room erature for 15 hours.The reaction mixture was diluted (15 ml) with water and extracted with dichloromethane (2 x 20 ml).The organic phase was separated, dried with a phase separation cartridge, and concentrated in vacuo.The residue was purified by flash chromatography using a prepacked silica gel cartridge purified, yielding 800 mg of the target compound (eluent: 1 cyclohexane-ethyl acetate 10: 1 to 1) (15% of theory, 77%. purity).

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; BAYER PHARMA AKTIENGESELLSCHAF; VAKALOPOULOS, Alexandros; FOLLMANN, Markus; BUCHGRABER, Philipp; HARTUNG, Ingo; LINDNER, Niels; WUNDER, Frank; STASCH, Johannes-Peter; MARQUARDT, TOBIAS; REDLICH, Gorden; DIETZ, Lisa; LI, Volkhart Min-Jian; (391 pag.)TW2016/5850; (2016); 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.1877-77-6, name is 3-Aminobenzyl alcohol, molecular formula is C7H9NO, molecular weight is 123.15, as common compound, the synthetic route is as follows.Safety of 3-Aminobenzyl alcohol

General procedure: An oven-dried Schlenk tube (A) equipped with a magnetic stir bar was charged with AgF (132.2 mg, 1.05 mmol, 3.5 equiv), sealed with a septum, and degassed by alternating vacuum evacuation and nitrogen backfill (three times) before freshly distilled EtCN (3 mL)was added. To the resulting suspension, which was precooled to -78 C (dry ice-acetone bath), was added TMSCF3 (149.3 mg, 1.05 mmol, 3.5 equiv) by microsyringe. The mixture was allowed towarm to r.t. and stirring was continued for an additional 15 min. In due course, AgF solid dissolved and a gray, dark solution of [Ag-CF3] formed. Another Schlenk tube (B) equipped with a magnetic stir bar was charged with the aniline (ArNH2; 0.30 mmol, 1.0 equiv) in freshly distilled EtCN (1.5 mL). To the resulting solution, which was precooled to 0 C (ice bath), aq HCl (12 M; 50.0 muL, 0.60mmol, 2.0 equiv) was added; precipitate formed immediately. After 5 min stirring, t-BuONO (37.7 mg, 0.33 mmol, 1.1 equiv) was added by microsyringe, and the mixture was allowed to stir at 0 C for 15 min. The resulting suspension in Schlenk tube (B) was degassed by alternating vacuum evacuation at -196 C (liquid nitrogen), then the solution was allowed to warm to r.t. under a nitrogen atmosphere (three times), and finally cooled to -78 C (dry ice-acetone bath). The gray, dark solution of [AgCF3] in Schlenk tube (A), which was precooled to -78 C (dry ice-acetone bath), was added to Schlenk tube (B) (ArN2+Cl-) by syringe at -78 C (dry ice-acetone bath) over a period of 1 h. After the addition was complete, the reaction mixture was stirred for 3 h at -78 C (dry ice-acetone bath), allowed to warm to r.t., and stirring was continued for an additional 1 h. An off-white precipitate was observed, and the reaction mixture was diluted with EtOAc (3 mL) and filtered through a short silica gel column. The solvent was removed under reduced pressure with a rotatory evaporator, and the crude residue was purified by silica gel column chromatography to give the desired trifluoromethylation product 3. The yields of products 3a, 3f, 3g, 3l, 3o, 3r, 3x, and 3zb are based on the 19F NMR spectra with 4-F3COC6H4OMe as internal standard. Analytical data for the representative product ethyl 4-(trifluoromethyl)benzoate (3i) are provided below. Data for other products can be found in the literature.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1877-77-6, 3-Aminobenzyl alcohol, and friends who are interested can also refer to it.

Reference:
Article; Wang, Xi; Xu, Yan; Zhou, Yujing; Zhang, Yan; Wang, Jianbo; Synthesis; vol. 46; 16; (2014); p. 2143 – 2148;,
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Reference of 1611-56-9 , The common heterocyclic compound, 1611-56-9, name is 11-Bromoundecan-1-ol, molecular formula is C11H23BrO, 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.

3,4-Dihydro-2H-pyran (21.87 g, 260 mmol) was added dropwise to a solution of 11-bromoundecanol (50.24 g, 200 mmol) and toluene-4-sulphonic acid monohydrate (80 mg, 0.4 mmol) in dichloromethane (100 ml). The reaction mixture was stirred at room temperature. After 24 h, the brown solution was filtered over a thin layer of silica gel. The filtrate was concentrated on the rotary evaporator and dried under fine vacuum. 65.85 g (196 mmol, 98% yield) of a light yellowish oil was obtained. 1H-NMR (CDCl3, 400 MHz): delta=1.23-1.37 (m, 12H), 1.37-1.47 (m, 2H), 1.48-1.64 (m, 6H), 1.65-1.76 (m, 1H), 1.77-1.90 (m, 3H), 3.35-3.42 (m, 3H), 3.46-3.53 (m, 1H), 3.70-3.75 (m, 1H), 3.84-3.90 (m, 1H), 4.56-4.58 (m, 1H). 13C-NMR (CDCl3, 100.6 MHz): delta=19.7, 25.4, 26.2, 28.2, 28.8, 29.4, 29.5, 29.6, 29.8, 30.8, 32.9, 33.9, 62.3, 67.7, 98.8.

The synthetic route of 1611-56-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IVOCLAR VIVADENT AG; Moszner, Norbert; Lamparth, Iris; Bock, Thorsten; Fischer, Urs Karl; Salz, Ulrich; Rheinberger, Volker; Liska, Robert; US2014/329929; (2014); A1;,
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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. 4249-72-3, name is 2-Phenoxy-1-phenylethanol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Phenoxy-1-phenylethanol

0.2 mmol of lignin template compound,20mg catalyst,1.5mL of methanol was added to the 25mL inflation tube,After the oxygen was replaced three times, it was reacted in an oil bath at 80 to 120 C for 12 to 24 hours.After the reaction was cooled, the catalyst and the reaction liquid were separated, and the organic phase was evaporated to remove the solvent.The starting materials and yields are shown in the table below.

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, 4249-72-3, 2-Phenoxy-1-phenylethanol.

Reference:
Patent; Nanjing University of Science and Technology; Lu Guoping; Sun Kangkang; (6 pag.)CN108821952; (2018); A;,
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Electric Literature of 149965-40-2 , The common heterocyclic compound, 149965-40-2, name is (5-Bromo-2-chlorophenyl)methanol, molecular formula is C7H6BrClO, 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.

Step 1: 5-Bromo-2-chlorobenzaldehyde. To a suspension of 5.23 g (23.6 mmol) of 5-bromo-2-chlorobenzyl alcohol in 50 ml of CH2Cl2 at 0 C., 8.36 g (38.7 mmol) of pyridinium chlorochromate was added. The reaction mixture was stirred at room temperature for 3 hours at which time the reaction was complete. The mixture was filtered, washed with EtOAc, dried (MgSO4), filtered, and concentrated. Flash column chromatography (10% EtOAc/hexane) yielded a pale yellow solid (4.62 g, 89%): m.p. 56-58 C.: Rf 0.73 (20% EtOAc/hexane). 1H NMR (400 MHz, CDCl3) delta7.34 (d, J=8.4 Hz, 1, ArH), 7.65 (dd, J=8.4, 2.4 Hz, 1, ArH), 8.04 (d, J=2.4 Hz, 1, ArH), 10.41 ppm (s, 1, CHO).

The synthetic route of 149965-40-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dawson, Marcia J.; Fontana, Joseph A.; Zhang, Xiao-kun; Leid, Mark; Jong, Ling; Hobbs, Peter D.; US2003/176506; (2003); A1;,
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