Tag: M.W=100-200

7397-62-8, 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. 7397-62-8, name is Butyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows.

a1 n-Butyl (t-butyl-dimethyl-silanyloxy)-acetate n-Butyl glycolate (231 g; 1.75 mol) and imidazole (345.1 g; 5.07 mol) were combined at 0 C. The suspension obtained was treated portionwise with t-butyldimethylchlorosilane (303 g; 2.01 mol) over 1.5 hours. After 20 hours at room temperature the reaction mixture was diluted with ether/n-hexane 1:1 (1 l) and suction filtered. The crystals were rinsed thoroughly with ether/n-hexane 1:1 (200 ml). The filtrate was washed in succession with water (2*700 ml) and saturated aqueous sodium chloride solution (500 ml), dried over magnesium sulphate and concentrated. The oil obtained was distilled over a Vigreux column (7.5 cm). Yield: 405 g (94%) as a colorless oil (b.p. 78 C./0.98 mm Hg). IR (film): 1760, 1225, 1206, 1148, 838, 780 cm-1; MS (EI): (M+H)+247.

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Reference:
Patent; Hoffmann-la Roche Inc.; US6218379; (2001); B1;,
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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. 55414-72-7, name is (2-Amino-5-methoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. 55414-72-7

Potassium tert-butoxide (49.3 mg, 0.439 mmol) was dissolved in technical-grade THF(1.7 mL, containing ~0.2% H2O), and the solution was stirred at room temperature in air for 1 min.A solution of amide 6 (51.2 mg, 0.245 mmol) and 2-amino-5-methoxybenzyl alcohol (43.3 mg,0.283 mmol) in THF (0.8 mL) was added, and the mixture was stirred at room temperature in air for3 h. Water (20 mL) was added, and the mixture was extracted with ethyl acetate (20 mL). Theorganic layer was washed with 1M aqueous HCl solution (3 ¡Á 20 mL). The organic layer was driedover MgSO4, filtered, and concentrated in vacuo. The crude product was purified by flashchromatography using 1:2 ethyl acetate / dichloromethane as eluent to give the title compound as awhite solid (13 mg, 17%).

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Reference:
Article; Wangsahardja, Jonatan; Marcolin, Gabriella M.; Lizarme, Yuvixza; Morris, Jonathan C.; Hunter, Luke; Synlett; vol. 27; 8; (2016); p. 1237 – 1240;,
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42514-50-1, 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. 42514-50-1, name is 3-Amino-3-methylbutan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

a. Tert-butyl (3-hvdroxy-1 ,1-dimethylpropyl)-carbamidate200 g (1.94 mol) 3-amino-3-methylbutan-1 -ol in 0.75 I ethyl acetate are combined with a solution of 435.0 g (1.99 mol) di-tert-butyl-dicarbonate in 0.75 I ethyl acetate within one hour. The reaction mixture is stirred for 30 min and the solvent is eliminated in vacuo. The residue obtained is used in the next step without further purification. Yield: 412.5 g1H-NMR (DMSO, 400 MHz): 1.19 (s, 9H); 1.36 (s, 6H); 1.68-1.74 (m, 2H); 3.42-3.50 (m, 2H); 4.39 (t, J = 4.8, 1 H); 6.36 (br s, 1 H).Alternatively, tert-butyl (3-hydroxy-1 ,1-dimethylpropyl)-carbamidate may also be prepared by the methods described for example in J. of Labell. Compounds & Radioph. 2001 , 44(4), 265-275 or WO 03/037327, p. 82/83.

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Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2008/132162; (2008); A1;,
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27489-62-9, 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. 27489-62-9, name is trans-4-Aminocyclohexanol. This compound has unique chemical properties. The synthetic route is as follows.

(To a reaction flask, DMF (2 L) was added, 2-(3-azabicyclo[3.1.0]hexan-3-yl)-4-(3-chloro-4-methoxybenzylamino)pyrimidine-5-carboxylic acid (300 g, 0.8 mol) was added under stirring, DIEA (209 mL, 1.2 mol) was added dropwise under ice-water, then HATU (456 g, 1.2 mol) was added, the mixture was stirred for 30 min, trans-4-aminocyclohexanol (138.2 g, 1.2 mol) was added. The temperature of the reaction was naturally elevated to room temperature, stirring was carried out for 2 h, and TLC was used to monitor the reaction. After the end of reaction, the reaction liquid was poured into water (3 L) to precipitate solid and filtrated, the filter cake was washed with water, air-dried, then recrystallized with acetone twice to obtain white solid (240 g, yield of 63%).

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Reference:
Patent; XUANZHU PHARMA CO., LTD.; Shu, Chutian; Wu, Yongqian; (34 pag.)US2016/46654; (2016); A1;,
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1805-32-9, 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 1805-32-9 as follows.

General procedure: Cu/OMS-2 (10 mg, 0.25 mol%), benzyl alcohol (2 mmol), N-arylamidine (0.5 mmol), toluene (2 mL) were added to a flask with a bar. The flask was stirred at 90 C for 20 h under air. After cooling to room temperature, the mixture was diluted with ethyl acetate and filtered. The filtrate was removed under reduced pressure to get the crude product, which was further purified by silica gel chromatography (petroleum/ethyl acetate = 40/1-50/1 as eluent) to yield corresponding product. The identity and purity of the products were confirmedby 1H, 13C NMR spectroscopic and HRMS analysis.

The chemical industry reduces the impact on the environment during synthesis 1805-32-9, I believe this compound will play a more active role in future production and life.

Reference:
Article; Meng, Xu; Bi, Xiuru; Wang, Yanmin; Chen, Gexin; Chen, Baohua; Jing, Zhenqiang; Zhao, Peiqing; Catalysis Communications; vol. 89; (2017); p. 34 – 39;,
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349-75-7, 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. 349-75-7, name is (3-(Trifluoromethyl)phenyl)methanol, molecular formula is C8H7F3O, 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.

10.1 Ethyl 6-trimethylsilyl-1-[[(3-trifluoromethyl)phenyl]methyl]-1H-indole-2-carboxylate 0.52 ml (3.83 mmol) of 3-(trifluoromethyl)phenylmethanol and 0.92 g (3.83 mmol) of (cyanomethylene)tributylphosphorane (CMBP) are added, at ambient temperature, to a solution of 0.5 g (1.91 mmol) of ethyl 6-trimethylsilyl-1H-indole-2-carboxylate, obtained according to the protocol described in stage 1.2, in 8 ml of dry toluene, maintained under an inert atmosphere. The reaction mixture is stirred at 110 C. for 15 hours and then concentrated to dryness. The reaction crude is subsequently purified by successive rounds of flash chromatography on a silica gel column, to give 0.72 g of expected ethyl 6-trimethylsilyl-1-[[(3-trifluoromethyl)phenyl]methyl]-1H-indole-2-carboxylate in the form of an oil. 1H NMR (DMSO D6), delta (ppm): 7.49-7.45 (m, 2H); 7.36-7.33 (m, 2H); 7.25 (t, 1H); 7.12 (s, 1H); 7.04-7.00 (m, 2H); 5.73 (s, 2H); 4.04 (q, 2H); 1.03 (t, 3H); 0.00 (s, 9H). LC-MS: 420 ([M+H]+, Rt=3.57).

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. 349-75-7, (3-(Trifluoromethyl)phenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANOFI-AVENTIS; US2011/9365; (2011); A1;,
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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. 1736-74-9, name is 4-(Trifluoromethoxy)benzyl alcohol, molecular formula is C8H7F3O2, 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. 1736-74-9

General procedure: To a stirred solution of alcohol 2 (1 mmol) in dry ether (10 mL)was added phosphorus tribromide (0.5 mL) dropwise at 0 C and the reaction mixture was stirred for 0.5 h. After completion of thereaction (TLC monitoring), the reaction mixture was carefullypoured over ice, and the aqueous phase was extracted with ether.The combined organic layers werewashed with NaHCO3 and water,followed by brine. Drying over Na2SO4 and evaporation of thesolvents under reduced pressure affords the desired benzyl bromide3 which was used without further purification.

The chemical industry reduces the impact on the environment during synthesis 1736-74-9, I believe this compound will play a more active role in future production and life.

Reference:
Article; Sri Ramya; Angapelly, Srinivas; Guntuku, Lalita; Singh Digwal, Chander; Nagendra Babu, Bathini; Naidu; Kamal, Ahmed; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 100 – 114;,
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7287-81-2, 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. 7287-81-2, name is 1-(m-Tolyl)ethanol. A new synthetic method of this compound is introduced below.

General procedure: A 1,2-dichloroethane (2.0 mL) solution of alcohol 1 (0.3 mmol), enol acetate 2 (0.3 mmol), andReBr(CO)5 (5 mol%) was stirred under an atmosphere of nitrogen at 80 C for 5 h. After the reactionwas complete, H2O was added to the reaction mixture and extracted with ethyl acetate. The organiclayer was dried with MgSO4. The resulting mixture was filtered, and the filtrate was concentrated.Purification of the residue by silica gel column chromatography afforded carbonyl compounds.Further purification was carried out by recyclable preparative HPLC, if necessary. The structures ofthe products were assigned by their 1H and 13C-NMR, and mass spectra. The product was characterizedby comparing its spectral data with those of authentic sample or previous reports 3a,S1 3b,S2 3c,S2a3d,S2a,S3 3f,S4 3h,S5 3i,S6 3j,S7 3k,S4 3l,S8 3m,S9 3n,S2a 3o,S5 3q,S10 3t,S2a,S11 and 3u. S12 The structures of theproducts (3g, 3o, 3p, 3q, 3r, 3s, and 3v) were assigned by their 1H and 13C NMR, IR and mass spectra

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7287-81-2, 1-(m-Tolyl)ethanol, and friends who are interested can also refer to it.

Reference:
Article; Umeda, Rui; Takahashi, Yuuki; Nishiyama, Yutaka; Tetrahedron Letters; vol. 55; 44; (2014); p. 6113 – 6116;,
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Adding a certain compound to certain chemical reactions, such as: 23147-58-2, Glycerol aldehyde dimer, 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, 23147-58-2, blongs to alcohols-buliding-blocks compound. 23147-58-2

A mixture of final compound 2 (prepared according to Bl. b) (0.001 mol, 0.5 g), 1,4- dioxane-2,5-diol (0. 001 mol, 0.113 g) and 3-thiophene boronic acid (0. 001 mol, 0.106 g) in ethanol (5 ml) was stirred at room temperature for 18 hours. This was followed by addition of solution OF KC03 (10 %) and extracted with ethyl acetate. The combined organic layers were dried (MgSO4), filtered and concentrated under vacuum. The residue (0.6 g) was purified by column chromatography over silica gel (eluent: CH2Cl2/MeOH/NH40H 93/07/0.5) and the product fractions were concentrated. Yield: 0.075 g (12 %) of final compound 349.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,23147-58-2, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2004/56799; (2004); A2;,
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4728-12-5, 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. 4728-12-5, name is (2,2-Dimethyl-1,3-dioxan-5-yl)methanol, molecular formula is C7H14O3, 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.

Methyl 5-Hydroxy-1 /-/-indole-2-carboxylate (0.10 g, 0.5 mmol), triphenylphosphine (0.28 g, 1.0 mmol), diethyl azodicarboxylate (0.18 g, 1.0 mmol) and (2,2-dimethyl- 1 ,3-dioxan-5-yl)methanol (0.15 g, 1.0 mmol) were dissolved in CH2CI2 (5 ml.) and the mixture was stirred overnight. The solvent was evaporated. Purification was accomplished by Reverse-Phase HPLC (water/acetonitrile with 0.1percentTFA). The desired fractions were neutralized with saturated NaHCObeta and extracted with EtOAc. The organic extracts were combined dried over Na2SO4, filtered and evaporated to afford the title compound (0.15 g, 90percent) as a tan solid. 1H NMR (400 MHz, DMSO-c/6): delta ppm 1 1.74 (br. s., 1 H), 7.29 (d, 1 H), 7.09 (d, 1 H), 7.01 (d, 1 H), 6.88 (dd, 1 H), 3.92 – 4.01 (m, 4 H), 3.81 (s, 3 H), 3.72 (dd, 2 H), 1.97 – 2.08 (m, 1 H), 1.31 (s, 3 H), 1.28 (s, 3 H). MS: m/z 342.2 (M+23).

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. 4728-12-5, (2,2-Dimethyl-1,3-dioxan-5-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/154271; (2008); A1;,
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