Category: alcohols-buliding-blocks

Synthetic Route of 5339-85-5, 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. 5339-85-5, name is 2-(2-Aminophenyl)ethanol, molecular formula is C8H11NO, 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.

A solution of Fmoc-Leu-OH, 2- (4-aminophenyl) ethanol, and EEDQ in 1: 1 toluene : ethanol is stirred at room temperature under nitrogen for 3 days. Additional 2- (4-AMINOPHENYL) ethanol, and EEDQ are added if the reaction is incomplete, and the reaction is stirred for another 24 hours. The solution is concentrated under reduced pressure, and the resulting residue is taken up in dichloromethane, and washed consecutively with 0.1 N HCI, saturated NAHG03, and saturated NACL. The organic solution is dried (MgS04) and concentrated, and the residue is purified by silica flash chromatography using a hexane: ethyl acetate mobile phase to give the title compound.

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 5339-85-5, 2-(2-Aminophenyl)ethanol.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2005/23314; (2005); 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. 71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol. This compound has unique chemical properties. The synthetic route is as follows. Safety of (5-Amino-1,3-phenylene)dimethanol

[0163] Step 5: Compound 84 (5.6 g, 18.52 mmol) was dissolved in anhydrous (0292) dichloromethane (118 mL) and anhydrous methanol (58.8 mL). (5-amino-l,3- phenylene)dimethanol (2.70 g, 17.64 mmol) and EEDQ (8.72 g, 35.3 mmol) were added and the reaction was stirred at room temperature, overnight. The solvent was stripped and ethyl acetate was added. The resulting slurry was filtered, washed with ethyl acetate and dried under vacuum/N2 to give compound 85 (2.79 g, 36% yield). 1H MR (400 MHz, OMSO-d6): delta 9.82 (s, 1H), 8.05, (d, 1H, J= 9.2 Hz), 8.01 (d, 1H, J= 7.2 Hz), 7.46 (s, 2H), 6.95 (3, 1H), 5.21-5.12 (m, 2H), 4.47-4.42 (m, 4H), 4.40-4.33 (m, 1H), 4.33-4.24 (m, 1H), 3.58 (s, 3H), 2.33-2.26 (m, 2H), 2.16-2.09 (m, 2H), 1.54-1.46 (m, 4H), 1.30 (d, 3H, J= 7.2 Hz), 1.22 (d, 3H, J= 4.4 Hz).

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, 71176-54-0, (5-Amino-1,3-phenylene)dimethanol.

Reference:
Patent; IMMUNOGEN, INC.; BARTLETT, Elizabeth; (91 pag.)WO2017/91745; (2017); A1;,
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Synthetic Route of 108-82-7, 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. 108-82-7, name is 2,6-Dimethylheptan-4-ol. A new synthetic method of this compound is introduced below.

Then, using 1-methyl-AZADO synthesized, the activities thereof as an oxidation catalyst were estimated in the same manner using various secondary alcohols specified in Tables 2 and 3. As for the reaction conditions, the catalyst amount was 0.01 eq. in CH2Cl2, and KBr (0.1 eq.), n-Bu4NBr (0.05 eq.) and NaOCl (1.4 eq.) were further added, and the reaction was carried out under ice cooling. The reaction time was 20 minutes. After completion of the reaction, the percent yield of each product was determined. The percent yield was calculated by the formula: (actual yield, i.e., the amount of product)/(theoretical yield, i.e., calculated from the amount of consumed starting material) x 100 (%). For comparative examples, runs were carried out under the same reaction conditions using TEMPO, and each comparative yield was calculated. The results thus obtained are shown in Tables 2 and 3. Table 2 [Show Image] Test No. Alcohol species Yield (%) Catalyst Me-AZADO (Invention) TEMPO (Compar. Ex.) 2-1[Show Image] 84 83 2-2[Show Image] 91 5 2-3[Show Image] 99 16 2-4[Show Image] 93 15 2-5[Show Image] 100 8 2-6[Show Image] 100 12Table 3 Test No. Alcohol species Yield (%) Catalyst Me-AZADO (Invention) TEMPO (Compar. Ex.) 2-7[Show Image] 99 84 2-8[Show Image] 92 68 2-9[Show Image] 89 0 2-10[Show Image] 88 0 2-11[Show Image] 91 5 In the case of secondary alcohols having a relatively simple steric configuration (e.g. Test No. 2-1 and No. 2-7), the use of 1-methyl-AZADO of the invention as an oxidation catalyst and the use of TEMPO for comparison both gave target products in high yields. On the other hand, in the case of secondary alcohols having a sterically bulky, complicated structure, it was found that the use of 1-methyl-AZADO of the invention resulted in rapid oxidation, giving target products in high yields, whereas the use of TEMPO for comparison gave target products only in low yields. In view of such results, it is evident that 1-methyl-AZADO is a catalyst useful as an oxidation catalyst not only for primary alcohols but also secondary alcohols.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,108-82-7, 2,6-Dimethylheptan-4-ol, and friends who are interested can also refer to it.

Reference:
Patent; TOHOKU UNIVERSITY; EP1775296; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 50411-26-2, 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 50411-26-2, name is 1-Amino-3-phenylpropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 26 1-[2-(Isochroman-1-yl)-1-methylethylamino]-3-phenyl-2-propanol (Compound 26) Compound 26 was obtained as an oily in the same manner as in Example 1, using (isochroman-1-yl)acetone and 1-amino-3-phenyl-2-propanol [J. Org. Chem., 46, 4051 (1981)]. FAB-MS (m/e): 326(M+ +1) IR (neat) cm-1: 3310 NMR (CDCl3) delta: 0.94 and 1.00(3H, d, J=6.0 Hz), 1.69-2.09(2H, m), 2.39-3.15(9H, m), 3.58-4.40(3H, m), 4.59-5.17(1H, m), 6.99(4H, s), 7.12(5H, s)

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 50411-26-2, 1-Amino-3-phenylpropan-2-ol.

Reference:
Patent; Kyowa Hakko Kogyo Co., Ltd.; US5128369; (1992); A;,
Alcohol – Wikipedia,
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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 16700-55-3, name is (2,6-Dimethoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of (2,6-Dimethoxyphenyl)methanol

To 15 ml of dichloromethane were added 1.1 g of 3-[bis(4-fluorophenyl)methyl]-4-piperidinone hydrochloride, 1.7 ml of isopropyl ethylamine and 0.6 g of 2, 6-dimethoxybenzyl alcohol and the mixture was stirred at room temperature.. Then, 0.8 ml of EPPA was added thereto and the mixture was allowed to stand at room temperature for 4 days.. The solvent was distilled off under reduced pressure, and the residue was purified by subjecting it to silica gel column chromatography (40 g, ethyl acetate: hexane = 1: 1) to obtain 0.88 g of the title compound (yield: 60%). mp 125-126C. IR (KBr).. 1705, 1595, 1505, 1470, 1250, 1215, 1110, 830, 555, 525 cm-1.

With the rapid development of chemical substances, we look forward to future research findings about 16700-55-3.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1460062; (2004); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 623-50-7, 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 623-50-7, name is Ethyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows.

Step A: Preparation of ethyl 3-(2-ethoxy-2-oxoethoxy)isonicotinate: The reaction is carried out in a 3-neck flask (3 L) equipped with an internal thermometer, an addition funnel and a N2 inlet. Triphenylphosphine (150.6 g, 574 mmol) was dissolved in THF (1 L) and cooled to a temperature of -10 C. DIAD was added dropwise via an addition funnel over 30 minutes. The resulting white suspension was kept at -10 C. for another 30 minutes. Ethyl glycolate (50.84 mL, 526.4 mmol) was added as a solution in THF (500 mL) via the addition funnel at a rate to maintain the internal temperature below -10 C. Upon complete addition, the reaction mixture was kept at a temperature of -10 C. for an additional 30 minutes before a suspension of ethyl 3-hydroxyisonicotinate (80 g, 478.6 mmol) in THF (500 mL) was poured in. The reaction was allowed to warm up slowly to ambient temperature overnight. The reaction mixture was concentrated. The residue was taken up in ethyl acetate (1 L) and extracted with 1N HCl (1*500 mL then 5*250 mL). The aqueous layer was treated with NaHCO3 to a pH of about 8 and then extracted with ethyl acetate (1 L*3). The combined organics were dried, filtered and concentrated to give the desired product (92.0 g, 76%). MS (APCI-pos) M+1=254.3.

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 623-50-7, Ethyl 2-hydroxyacetate.

Reference:
Patent; Array Biopharma, Inc.; US2010/63066; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 55362-80-6, 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. 55362-80-6, name is 9-Bromononan-1-ol, molecular formula is C9H19BrO, 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.

To a solution of 9-Bromo- l-nonanol (1.50 g, 6.72 mmol) in acetone (27 ml) cooled at 0C, a satured solution of NaHCO3 (9 ml), NaBr (0.14 g, 1.34 mmol) and 2,2,6,6-Tetramethyl-l-piperidinyloxy-free radical (TEMPO) (0.10 g, 0.67 mmol) were added. Then Trichloroisocyanuric acid (3.1 g, 13.44 mmol) was added portionwise. The mixture was stirred 30 minutes at 0C and 3 hours at room temperature then was cooled at 0C and 2-Propanol (8 ml) was added slowly. The mixture was stirred at 0C for further 30 minutes then the white precipitate was filtered off and the mixture concentrated under reduced pressure. H20 (10 ml) and CH2C12 (10 ml) were added to the residue. The two phases were separated and the aqueous layer was extracted with CH2C12 (2 x 10 ml). The combined organic layers were dried on Na2SO4 and concentrated affording 1.60 g (Yield: 100%) of the title compound as a white solid. 1H NMR (300 MHz, DMSO) delta 3.49 (t, 2H), 2.23 – 2.08 (m, 2H), 1.84 – 1.68 (m, 2H), 1.57 – 1.14 (m, 10H).

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 55362-80-6, 9-Bromononan-1-ol.

Reference:
Patent; NICOX S.A.; RONSIN, Gael; STORONI, Laura; BENEDINI, Francesca; WO2013/60673; (2013); A1;,
Alcohol – Wikipedia,
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Electric Literature of 13330-96-6, 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 13330-96-6, name is 4-(Dimethylamino)butan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 12 (100 mg, 0.35 mmol) was dissolved in the mixture of 1,4-dioxane (10 mL) and H2O (2.00 mL) and then added with boronicacid (2.80 mmol), Pd(dppf)2Cl2 (28 mg, 0.035 mmol) and Cs2CO3(228 mg, 0.70 mmol). The reaction was heated at 100 C underargon atmosphere. After 12 h, the reaction mixture was cooled toroom temperature and was concentrated in vacuo. Then themixture was diluted with water and extracted with ethyl acetate.The combined organic layer was washed by saturated sodiumchloride solution for three times, dried over anhydrous Na2SO4 andconcentrated under reduced pressure. The residue was purified bysilica gel chromatography to give 13.To a stirred solution of 13 and triphosgene (100 mg, 0.34 mmol)in anhydrous dichloromethane (5 mL) was added triethylamine(104 mg, 1.02 mmol) at 0 C under nitrogen atmosphere. After5 min, a solution of 4-(dimethylamino)butan-1-ol (1.02 mmol) indichloromethane (5.00 mL) was added and then the mixture wasstirred at room temperature for overnight. The reactionwas dilutedwith dichloromethane (15 mL) and washed with water (3 20 mL).The organic phases were dried over anhydrous Na2SO4 andconcentrated in vacuo. The residue was purified by using columnchromatography to afford the corresponding product.

According to the analysis of related databases, 13330-96-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lu, Dong; Liu, Jianan; Zhang, Yunzhe; Liu, Feifei; Zeng, Limin; Peng, Runze; Yang, Li; Ying, Huazhou; Tang, Wei; Chen, Wuhong; Zuo, Jianping; Tong, Xiankun; Liu, Tao; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 328 – 337;,
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Application of 62285-58-9, 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 62285-58-9, name is (2,6-Dimethylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Step B: Preparation of Ethyl 3-(2,6-dimethylbenzyloxy)-4-methoxybenzoate: A solution of Ethyl 3-Hydroxy-4-methoxybenzoate (Step A. 9.10 g, 46.4 mmol) and diisopropyl azodicarboxylate (DIAD, 10.23 g, 50 mmol) in dry THF (20 ml) was added drop wise to a solution of 2,6-Dimethylbenzyl alcohol (6.94 g, 51 mmol) and triphenylphosphine (TPP, 13.27 g, 50 mmol) in dry THF (60 ml) at 0C under argon. The reaction mixture was warmed to room temperature for 4 hours or until all the starting material is consumed, diluted with ether and washed with water (2X). The organic layer was dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hex: ethyl acetate 2:1) to give the title compound.

According to the analysis of related databases, 62285-58-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wellstat Therapeutics Corporation; O’NEIL, James, Dennen; SHARMA, Shalini; ARUDCHANDRAN, Ramachandran; EP2282736; (2015); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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.59854-12-5, name is tert-Butyl 4-hydroxybutanoate, molecular formula is C8H16O3, molecular weight is 160.2108, as common compound, the synthetic route is as follows.name: tert-Butyl 4-hydroxybutanoate

To a suspension of Boc-Pro-OH (9.7 g, 0.045 mol), 4-aminomethyl-N-methoxy-benzamidine (7.34 g, 0.041 mol; see step (ii) above) and dimethylaminopyridine (7.8 g, 0.064 mol) in 300 mL of acetonitrile was added EDC base (11.7 mL, 0.068 mol). The mixture was stirred for 18 h, concentrated and partitioned between water and EtOAc. The organic layer. was washed with water, aqueous sodium bicarbonate, dried (MgSO4) and evaporated. The crude product was flash chromatographed on silica gel with EtOAc. Yield: 9;73 g (63%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,59854-12-5, tert-Butyl 4-hydroxybutanoate, and friends who are interested can also refer to it.

Reference:
Patent; Inghardt, Tord; Johansson, Anders; Svensson, Arne; US2004/19033; (2004); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts