Month: August 2021

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. Computed Properties of C7H9NO

a) tert-Butyl N-(4-(hydroxymethyl)phenyl)carbamate. (4-Aminophenyl)methanol (1.23 g, 10 mmol) and diisopropylethylamine (2.6 mL, 15 mmol) was mixed with di-tert-butyl dicarbonate (2.62 g, 12 mmol) in dichloromethane (50 mL). The mixture was stirred at room temperature overnight. Ethyl acetate was added and the organic layer was washed with water, 1.0N HCl, saturated sodium carbonate, water, brine, dried over MgSO4, filtered and evaporated. The crude product was purified by flash column chromatography with Ethyl acetate/heptane (2:3) to give tert-butyl N-(4-(hydroxymethyl)phenyl) carbamate (2.16 g, 9.67 mmol). 1H NMR (CDCl-d) delta1.52 (s, 9H), 4.63 (s, 2H), 6.47 (bs, 1H), 7.30 (d, 8.5 Hz, 2H), 7.36 (d, 8.5 Hz,2H).

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; Hirst, Gavin C.; Calderwood, David; Munschauer, Rainer; Arnold, Lee D.; Johnston, David N.; Rafferty, Paul; US2003/153752; (2003); A1;,
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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.61439-59-6, name is 2-(4-(Benzyloxy)phenyl)ethanol, molecular formula is C15H16O2, molecular weight is 228.29, as common compound, the synthetic route is as follows.Recommanded Product: 61439-59-6

Step 2: To a solution of 4-benzyloxyphenethyl alcohol (8.29 g) and carbon tetrabromide (24.1 g) in ether (150 ml) is portionwise added triphenylphosphine (19.0 g) and the resulting mixture stirred for about 3 hours. The supernatent is decanted, the solid washed with ether and the combined organic solution concentrated in vacuo. The crude product is purified by passing it through a silica plug to give 4-benzyloxyphenethyl bromide.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,61439-59-6, 2-(4-(Benzyloxy)phenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Rhone-Poulenc Rorer Pharmaceuticals, Inc.; US5674482; (1997); A;,
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Adding a certain compound to certain chemical reactions, such as: 2002-24-6, 2-Aminoethanol hydrochloride, 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: 2-Aminoethanol hydrochloride, blongs to alcohols-buliding-blocks compound. Recommanded Product: 2-Aminoethanol hydrochloride

9-(2′-hydroxyethylamino)-4-methyl-1-nitroacridine 4-Methyl-1-nitro-9-phenoxyacridine (0.33 g) is dissolved in phenol (10 g), ethanolamine hydrochloride (0.2 g) is added and the mixture is heated at 80 C. for 0.5 hour. The reaction mixture is cooled to room temperature, diluted with ether, slowly poured into dry ether (200 ml) and acidified with ethereal solution of hydrogen chloride. The resulting precipitate is filtered off, washed with ether and crystallized from absolute ethanol to give 9-(2′-hydroxyethylamino)-4-methyl-1-nitroacridine monohydrochloride as orange crystals (0.27 g, 84%), m.p. 238 C. (decomp.) 1H NMR (d6 DMSO): delta2.45 (s, 3H, CH3), 3.48 (q, 2H, H-2′), 3.65 (t, 2H, H-1′), 4.3 (t, 1H, OH), 7.1 (t, 1H, H-7), 7.24 (d, 1H, J=7.8 Hz, H-2), 7.35 (d, 1H, J=7.8 Hz, H-3), 7.5 (t, 1H, H-6), 7.65 (d, 1H, J=8 Hz, H-5), 7.75 (d,1H, J=8.0 Hz, H-8).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2002-24-6, 2-Aminoethanol hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; New York Medical College; US6589961; (2003); B2;,
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Related Products of 623-04-1, 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.

To a solution of N-ethoxycarbonyl-2-ethoxy-1,2- dihydroquinoline(EEDQ) (3.15 g, 2.59 mmol) and Fmoc-L-Leu (1, 4.15 g,2.35 mmol) in anhydrous DCM (250 mL) was added 4-aminobenzylalcohol (PAB-OH) (1.55 g, 2.59 mmol). The mixture was continuouslystirred at room temperature for 24 h. The solvent was thenevaporated under reduced pressure and the resulting residue waspurified by silica gel chromatography (DCM/MeOH 50 : 1 to 10 :1) to afford 2 (1.00 g, 73%) as a colorless powder. ESI-MS: m/z 459.2[MH], 481.2 [MNa], HPLC analysis (l 220 nm) > 95% of peakarea.

Statistics shows that 623-04-1 is playing an increasingly important role. we look forward to future research findings about (4-Aminophenyl)methanol.

Reference:
Article; Hao, Yun-Peng; Liu, Zheng-Yu; Ning, Jin-Feng; Sun, Xun; Tang, Mei-Lin; Zhou, Lu; European Journal of Medicinal Chemistry; vol. 193; (2020);,
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Related Products of 445-26-1 ,Some common heterocyclic compound, 445-26-1, molecular formula is C8H9FO, 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.

Example 122 1-(2-Fluorophenyl)ethyl N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}carbamate 4-[(6,7-Dimethoxy-4-quinolyl)oxy]aniline (77 mg) was added to toluene/triethylamine = 10/1 (8 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (117 mg) in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 2-fluoro-alpha-methylbenzyl alcohol (55 mg) was added thereto, and the mixture was further stirred with heating under reflux for 2 hr. After the completion of the reaction, the reaction solution was allowed to cool to room temperature before distilled water was added thereto. The mixture was subjected to separatory extraction with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution and saturated brine. The washed solution was dried over sodium sulfate and was concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (101 mg, yield 78%). Mass spectrometry value (ESI-MS, m/z): 524 (M++1)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,445-26-1, its application will become more common.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1243582; (2002); A1;,
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Synthetic Route of 134575-13-6, 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 134575-13-6, name is exo-3-Azabicyclo[3.1.0]hexan-6-ylmethanol. This compound has unique chemical properties. The synthetic route is as follows.

(1R,5S,6R)-3-Azabicyclo[3.1.0]hexan-6-ylmethanol 31a (10 g, 88.4 mmol) was dissolved in a mixed solvent of dioxane and H2O (V/V=3/2), followed by addition of sodium hydroxide (4.2 g, 106 mmol) and di-tert-butyl dicarbonate (28.9 g, 132.6 mmol). After reacting for 10 hours, 50 mL of H2O was added to the reaction mixture. The reaction mixture was extracted with ethyl acetate (150 mLx3). The organic phases were combined, washed with saturated sodium chloride solution (50 mLx2), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography with elution system C to obtain the title product (1R,5S,6R)-tert-butyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate 31b (16.9 g, yield 89.9%) as a light yellow liquid.

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 134575-13-6, exo-3-Azabicyclo[3.1.0]hexan-6-ylmethanol.

Reference:
Patent; Zhang, Xuejun; Dong, Qing; Liu, Bonian; Zhu, Yaoping; Li, Xiaotao; Lan, Jiong; US2014/336207; (2014); A1;,
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Application of 3279-95-6, 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.3279-95-6, name is 2-(Aminooxy)ethanol, molecular formula is C2H7NO2, molecular weight is 77.08, as common compound, the synthetic route is as follows.

[0277] To a solution of the product of Example 2, Step B, 2-(2-chloro-4-iodo-phenylamino)-3,4-difluorobenzoic acid pentafluorophenyl ester (10.0 g, 17.4 mmol), in anhydrous dimethylformamide (36 mL) was added 2-(aminooxy)-ethanol [prepared by the literature procedure: Dhanak, D.; Reese, C. B., J. Chem. Soc., Perkin Trans. 1987;1:2829] (1.6 g, 20.8 mmol) and N,N-diisopropylethylamine (6.0 mL, 34.8 mmol). The resultant solution was stirred at ambient temperature for 16 hours. The reaction mixture was concentrated to 20% volume then diluted with ethyl acetate (360 mL). The resultant solution was washed with water (6×60 mL) and brine (2×60 mL). The organics were dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford a white solid that was purified on silica gel. Elution with ethyl acetate-methanol (9:1) afforded 2-(2-chloro-4-iodo-phenylamino)-3,4-difluoro-N-(2-hydroxy-ethoxy)-benzamide (7.31 g, 90%) as a white solid. Recrystallization from methanol afforded analytically pure material: m.p. 173-175 C.; 1H NMR (400 MHz, DMSO-d6) delta 11.93 (br s, 1H), 8.85 (br s, 1H), 7.76 (d, J=1.7 Hz, 1H), 7.48 (dd, J=8.6, 1.7 Hz, 1H), 7.44 (dd, J=8.5, 6.2 Hz, 1H), 7.25 (dt, J=8.5, 9.3 Hz, 1H), 6.58 (dd, J=8.5, 6.4 Hz, 1H), 4.70 (br s, 1H), 3.86 (br s, 2H), 3.56 (br d, J=3.9 Hz, 2H); MS (APCI+)=469.0; MS (APCI-)=467.0; [0278] Anal. Calcd/found for C15H12ClF2IN2O3: C, 38.45/38.60; H, 2.58/2.53; N, 5.98/5.91; F, 8.11/8.08; I, 27.08/27.43.

Statistics shows that 3279-95-6 is playing an increasingly important role. we look forward to future research findings about 2-(Aminooxy)ethanol.

Reference:
Patent; Rewcastle, Gordon William; Spicer, Julie Ann; Barrett, Stephen Douglas; Kaufman, Michael David; Milbank, Jared Bruce John; Tecle, Haile; US2004/6245; (2004); A1;,
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Related Products of 3068-00-6 , The common heterocyclic compound, 3068-00-6, name is 1,2,4-Butanetriol, molecular formula is C4H10O3, 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: Xantphos (28.9 mg, 0.05 mmol), Cs2CO3 (32.6 mg, 0.10 mmol) and [Ru(p-cymene)Cl2]2 (15.3 mg, 0.025 mmol) were added to a Schlenk tube. Then the tube was evacuated and refilled with nitrogen. Dry toluene as solvent (2.0 mL)were added and the solution was stirred at room temperature under nitrogen for 30 min. Activated molecular sieves 4A (0.10 g) and triol 6a (106.1 mg, 1.00 mmol) were then added. And the solution was stirred at room temperature under nitrogen for 40 min. Subsequently, aniline 5a (46.6 mg, 0.50 mmol) was added and the solution was stirred at room temperature under nitrogen for 20 min. Then the resulting solution was heated to reflux and stirred for 48 h. The reaction was monitored by TLC. After completion, the solution was filtered through a plug of Celite and washed with EtOAc (3 mL x 3). The filtrate was concentrated under vacuum. Purification via flash column chromatography with silica gel (eluting with PE/EA = 5/1 (v/v)) yielded 4a (43.0 mg, 81% yield) as light yellow oil.

The synthetic route of 3068-00-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Qing-Song; Li, Chen; Xu, Yong; Xu, Defeng; Shen, Mei-Hua; Xu, Hua-Dong; Chinese Chemical Letters; (2019);,
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Synthetic Route of 4170-90-5, 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. 4170-90-5, name is Mesitylmethanol, molecular formula is C10H14O, 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.

2,4,6-trimethylbenzyl alcohol (150 mg, 1 .0 mmol) was dissolved in anh. DCM (4 mL). Thionyl chloride (87 muIota_, 1 .2 mmol) was added slowly at 0 C. The reaction mixture was stirred at RT. for 1 h. Removal of the solvent under reduced pressure gave the desired 2,4,6- trimethylbenzyl chloride (168 mg, 100 %) as a white powder.1 H NMR (300 MHz, CDCI3) delta 2.29 (s, 3H), 2.42 (s, 6H), 4.68 (s, 2H), 6.89 (s, 2H). MS [M+H]+ 133.

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 4170-90-5, Mesitylmethanol.

Reference:
Patent; UNIVERSITE DE LILLE 2 DROIT ET SANTE; INSTITUT PASTEUR DE LILLE; INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE); CHARTON, Julie; DEPREZ, Benoit; LEROUX, Florence; STAELS, Bart; MUHR-TAILLEUX, Anne; HENNUYER, Nathalie; LESTAVEL, Sophie; PICON, Sylvain; AKNIN, Karen; BOULAHJAR, Rajaa; DUBANCHET, Barbara; (234 pag.)WO2016/16238; (2016); A1;,
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Synthetic Route of 149104-89-2, 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. 149104-89-2, name is (4-Bromo-3-methylphenyl)methanol. A new synthetic method of this compound is introduced below.

Step 16: 1-bromo-4-(bromomethyl)-2-methylbenzeneTo a solution of (4-bromo-3-methylphenyl)methanol (5.15 g, 25.6 mmol) and NBS (9.07 g, 51.2 mmol) in DCM (100mL) was added drop wise PPh3 (13.36 g, 51.2 mmol) in DCM (50 mL) at rt and the reaction mixture was stirred for 15 mins at rt. Then, water (50 mL) was added and the organic layers were washed with water (100 mL x 2) and dried over anhydrous Na2S04. After the removal of solvent, the residue was purified with column chromatography to afford 1-bromo-4-(bromomethyl)-2-methylbenzene (4.15 g, 65 percent yield) as a colorless oil. 1H NMR (300MHz, CHLOROFORM-d) delta: 7.50 – 7.48 (d, 1 H), 7.26 (s, 1 H), 7.08 – 7.05 (m, 1 H), 4.41 (s, 2H), 2.39 (s, 3H),.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,149104-89-2, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; JOHNS, Brian Alvin; SHOTWELL, John Brad; WO2012/67664; (2012); A1;,
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