Tag: M.W=200-300

Electric Literature of 1454-84-8, 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. 1454-84-8, name is 1-Nonadecanol. A new synthetic method of this compound is introduced below.

General procedure: A mixture of succinic anhydride (1.0 eq) and dry alcohol (1 eq) in toluene (4 mL) was heated at reflux 2.5 h. The toluene was removed under reduced pressure and the residue was taken up in water, and the solution was extracted with dichloromethane, dried (MgSO4), and evaporated to afford monoalkylsuccinic acid. A solution of monoalkyl succinic acid (1.2 eq) and thionyl chloride (1.4 eq) in benzene (5 mL) was refluxed for 3 h. Subsequently, the majority of the SOCl2 and benzene were removed by distillation. The mixture was cooled down to room temperature and dried under a vacuum to give a crude chlorocarbony-alkyl ester. A solution of chlorocarbonyl-alkyl ester in dichloromethane (5 mL) was added to a round flask containing 14 (1 eq) by cannula, and subsequently added pyridine (1.4 eq). The resulting solution was stirred at room temperature overnight, and quenched by adding water. The solution was extracted with ethyl acetate, dried (MgSO4), and evaporated to give a residue which was purified by column chromatography (Al2O3), eluting by ethyl acetate /hexane (1:15) to provide 25-43.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1454-84-8, its application will become more common.

Reference:
Article; Yin, Kai-Hao; Hsieh, Yi-Han; Sulake, Rohidas S.; Wang, Su-Pei; Chao, Jui-I.; Chen, Chinpiao; Bioorganic and Medicinal Chemistry Letters; vol. 24; 22; (2014); p. 5247 – 5250;,
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Related Products of 20017-67-8, 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. 20017-67-8, name is 3,3-Diphenyl-1-propanol. A new synthetic method of this compound is introduced below.

Methanesulfonyl chloride (2.16 g, 18.8 mmol) was slowly added to an ice-cooled solution of 3,3-diphenylpropan-1 -ol ( 4.0 g, 18.8 mmol) and thethylamine (5.7 g, 56.5 mmol) in dichloromethane (18 ml_). The mixture was then allowed to warm to room temperature and stirred overnight. It was then diluted with water and dichloromethane. The phases were separated and the aqueous phase was re- extracted twice with dichloromethane. The combined organic phases were dried over Na2SO4 and concentrated to dryness, providing the desired compound as a crude that was directly used without further purification.1H NMR (300 MHz, CDCI3) delta: 2.53 (m, 2H), 2.91 (s, 3H), 4.13-4.21 (m, 3H), 7.2- 7.35 (m, 10H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20017-67-8, its application will become more common.

Reference:
Patent; PALAU PHARMA, S. A.; CARCELLER GONZALEZ, Elena; VIRGILI BERNADO, Marina; WO2010/43633; (2010); A1;,
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Application of 20017-67-8, Adding some certain compound to certain chemical reactions, such as: 20017-67-8, name is 3,3-Diphenyl-1-propanol,molecular formula is C15H16O, 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 20017-67-8.

Step l In a round bottom flask under a nitrogen atmosphere, 3,3-Diphenylpropan-l-ol (5.0Og, 23.6 mmol) and TEA (7.15g, 70.8 mmol) were dissolved in CHCl3 (75 mL, dry). The solution was cooled with an ice-salt bath to -15C. Methane sulphonylchloride (6.72g, 59.0 mmol) was added dropwise over a period of 10 min. The solution was gradually allowed to warm to O0C and stored in the fridge at 4C overnight. The yellow/orange solution was then quenched with ice-water (ca 150 mL) and the layers were separated. The water layer was washed with CH2Cl2 (2 * 75mL), and the combined organic layers were dried (MgSO4), filtered and concentrated in vacuo at 200C. This yielded an oil that solidified upon standing (8.16g). The solid was ground, triturated with petroleum ether (50 mL) and the solid was collected by filtration (7.9Og off-white solid).

According to the analysis of related databases, 20017-67-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KING’S COLLEGE LONDON; WO2008/87421; (2008); A2;,
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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.101597-25-5, name is 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, molecular formula is C17H16O3, molecular weight is 268.31, as common compound, the synthetic route is as follows.HPLC of Formula: C17H16O3

The more polar product of Example 1, Step 4 (2,10-bistrifluoromethyl-7,7-dimethyl-5-hydroxy-7H-benzo[C]fluorene,2.6 grams), 1,1-bis-(4-methoxyphenyl)-2-propyn-1-ol (2.26 grams), 14 drops of methane sulfonic acid and 250mL of methylene chloride were combined in a reaction flask and stirred overnight under a nitrogen atmosphere. Thereaction mixture was washed carefully with a mixture of 250 mL of a saturated sodium bicarbonate solution and 250 mLof water. The organic layer was separated, dried over sodium sulfate, and concentrated by rotary evaporation to get abrown solid. This brown solid was purified via flash column chromatography on a silica gel column using a mixture ofhexane and ethyl acetate (80/20) as the eluant to yield 1.5 grams of an off white solid. A NMR spectrum showed theproduct to have a structure consistent with 3,3-bis-(4-methoxyphenyl)-7,10-bistrifluoromethyl-13,13-dimethyl-3H,13Hindeno[2.1-f]naphtho[1,2-b]pyran as represented by the following graphic formula

At the same time, in my other blogs, there are other synthetic methods of this type of compound,101597-25-5, 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; TRANSITIONS OPTICAL INCORPORATED; CHOPRA, ENU; (24 pag.)KR101593284; (2016); B1;,
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Synthetic Route of 2043-47-2 ,Some common heterocyclic compound, 2043-47-2, molecular formula is C6H5F9O, 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.

Mixing 5.00 parts of the salt represented by the formula (I-1-c) and 25 parts of chloroform;Stirred at 23 C. for 30 minutes.In the mixture obtained,1.09 parts of a compound represented by the formula (I-1-d) is added,Furthermore, it stirred at 50 degreeC for 2 hours.After cooling the resulting reaction mixture to 23 C.2.67 parts of a compound represented by formula (I-1-e) are added,Furthermore, it stirred at 23 degreeC for 18 hours. After adding 50 parts of chloroform and 50 parts of ion-exchanged water to the obtained reaction mixture and stirring for 30 minutes at 23 C., the layers were separated to take out the organic layer.In the organic layer obtained,After adding 25 parts of a 5% aqueous solution of oxalic acid and stirring at 23 C. for 30 minutes,The layers were separated and the organic layer was taken out.After adding 25 parts of ion-exchanged water to the obtained organic layer and stirring at 23 C. for 30 minutes,Separated and took out the organic layer. This water washing operation was repeated 5 times.After filtering the obtained organic layer,The filtrate is concentrated to a concentrated residue,By adding 30 parts of tert-butyl methyl ether and stirring at 23 C. for 30 minutes, the supernatant is removed and concentrated by4.39 parts of a salt represented by the formula (I-1) were obtained.

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. 2043-47-2, 1H,1H,2H,2H-Nonafluoro-1-hexanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sumitomo Chemical Co., Ltd.; Komuro, Katsuhiro; Takahashi, Yuki; Ichikawa, Koji; (96 pag.)JP2019/59712; (2019); A;,
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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. 20605-01-0, name is Diethyl 2,2-bis(hydroxymethyl)malonate, the common compound, a new synthetic route is introduced below. Recommanded Product: Diethyl 2,2-bis(hydroxymethyl)malonate

DIETHYL 2-ACETYLOXYMETHYL-2-HYDROXYMETHYLMALONATE (5); Diethyl 2-(tert-butyldimethylsilyloxymethyl)-2-hydroxymethylmalonate (5a). Diethyl 2,2-bis(hydroxymethyl)malonate (28.3 mmol; 6.23 g) was coevaporated twice from dry pyridine and dissolved in the same solvent (20 mL). tert-Butyldimethylsilyl chloride (25.5 mmol; 3.85 g) in dry pyridine (10 mL) was added portionwise. The reaction was allowed to proceed for 4 days. The mixture was evaporated to a solid foam, which was then equilibrated between water (200 mL) and DCM (4¡Á100 mL). The organic phase was dried on Na2SO4. The product was purified by silica gel chromatography eluting with 10% ethyl acetate in DCM. The yield was 78%. 1H NMR (CDCl3) delta 4.18-4.25 (m, 4H, OCH2Me), 4.10 (s, 2H, CH2OSi), 4.06 (s, 2H, CH2OH), 2.63 (br s, 1H, OH), 1.26 (t, J=7.0 Hz, 6H, OCH2CH3), 0.85 (s, 9H, Si-SMe3), 0.05 (s, 6H, Me-Si). 13C NMR (CDCl3) delta 169.2 (CO), 63.3 (CH2OH), 62.8 (CH2OSi), 61.6 (spiro C), 61.4 (OCH2Me), 25.6 [C(CH3)3], 18.0 (Si-CMe3), 14.0 (OCH2CH3), -3.6 (Si-CH3). MS [M+H]+obsd. 335.7, calcd. 335.2; [M+Na] obsd. 357.6, calcd. 357.2.

The synthetic route of 20605-01-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Alios BioPharma Inc.; US2009/181921; (2009); A1;,
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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. 32328-03-3, name is Diethyl 3-hydroxyglutarate. A new synthetic method of this compound is introduced below., Recommanded Product: 32328-03-3

1. Synthesis of 1,3,5-Pentanetriol (II)Diethyl 3-hydroxyglutarate (I, 1.0 g, 4.9 mmol) in anhydrous THF (10 mL) was added dropwise to a suspension of LiAlH4 in anhydrous THF (110 mL) under nitrogen with a cold water bath. Upon addition, the bath was removed and the suspension was stirred at room temperature for 2 days. The resulting mixture was quenched by adding 13 mL of brine very slowly with an ice-water bath. A white suspension was resulted, and the mixture was stirred at room temperature overnight. The solid was filtered, and washed with THF. The filtrate and wash were combined, and solvent evaporated to give 0.70 g of pale oil. Column chromatography of the crude product (230-400 mesh SiO2, 100 mL, 0-12% methanol gradient in chloroform) afforded 0.54 g of II as colourless oil.

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, 32328-03-3, Diethyl 3-hydroxyglutarate.

Reference:
Patent; Tekmira Pharmaceuticals Corporation; Manoharan, Muthiah; Jayaraman, Muthusamy; Rajeev, Kallanthottathil G.; Eltepu, Laxman; Ansell, Steven; Chen, Jianxin; US9186325; (2015); B2;,
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Reference of 112-70-9, 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. 112-70-9, name is 1-Tridecanol. A new synthetic method of this compound is introduced below.

General procedure: To a solution of 2 (a salt of triethylamine,150mg) in pyridine (5ml), bis(2-oxo-3-oxazolidinyl)phosphinic chloride(120mg, 0.55mmol) and tridecan-1-ol (100 mg, 0.5mmol) were added andthe resulting mixture was stirred overnight at room temperature. The resultingsolution was concentrated to give a residue, which was extracted with CHCl3.The organic solution was washed with water and then concentrated. Theresidue obtained was purified by column chromatography (10:1 CHCl3-MeOH) to give the 500-N-Boc-protected intermediate of 5c (95mg, 62% fromcaprazene) as a colorless solid. Then, the solid was dissolved in a methanolsolution of 80% trifluoroacetic acid (2.7ml) and the solution was kept at roomtemperature for 1 h. The reaction solution was concentrated and diethyl etherwas added to the resulting syrup. The precipitate obtained was thoroughlywashed with diethyl ether and dried to give the colorless solid 5c (110mg,59% as an addition salt of bis-trifluoroacetic acid from caprazene).ESI-MS: m/z 740.4 (MH) ; [a]D19501 (c 0.5, H2O); 1H NMR(500MHz, DMSO-d6) d 0.86 (3H, t, J7Hz, CH3(CH2)12-), 1.20-1.30(20H, m, CH3(CH2)10CH2CH2-), 2.36 (3H, br s, 500 0-NCH3), 2.96 (3H, s,800 0-NCH3), 5.09 (1H, s, 100-H), 5.53 (1H, d, J2Hz, 10-H), 5.64 (1H, d,J8Hz, 5-H), 6.73 (1H, t, J7Hz, 3000-H), 7.63 (1H, d, J8Hz, 6-H), 11.33(1H, s, 3-NH). Anal. calc. for C35H57N5O12 2CF3COOH 3H2O: C 45.84, H6.41, N 6.85. Found: C 45.68, H 6.04, N 6.56.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,112-70-9, its application will become more common.

Reference:
Article; Takahashi, Yoshiaki; Igarashi, Masayuki; Miyake, Toshiaki; Soutome, Hiromi; Ishikawa, Kanae; Komatsuki, Yasuhiro; Koyama, Yoshiko; Nakagawa, Naoko; Hattori, Seiko; Inoue, Kunio; Doi, Norio; Akamatsu, Yuzuru; Journal of Antibiotics; vol. 66; 3; (2013); p. 171 – 178;,
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Synthetic Route of 100751-63-1 , The common heterocyclic compound, 100751-63-1, name is 6-Bromo-2-naphthylmethanol, molecular formula is C11H9BrO, 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.

(6-bromo-naphthalen-2-yl)-methanol (0.307 g, 1.29 mmol) obtained in Preparation Example 102 was dissolvedin 5 mL of acetonitrile. Thionyl-chloride (0.188 mL, 2.59 mmol) was added thereto at 0C, and the mixture was stirredat room temperature for 1 hour. The reaction solution was distilled under reduced pressure and purified by columnchromatography to obtain the title compound (0.248 g, 75%).1H-NMR (CDCl3) delta 8.00 (1H, s), 7.83-7.68 (3H, m), 7.58-7.53 (2H, m), 4.73 (2H, s).

The synthetic route of 100751-63-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG Chem, Ltd.; KIM, Young Kwan; PARK, Sang Yun; JOO, Hyun Woo; CHOI, Eun Sil; PAEK, Seung Yup; KANG, Seung Wan; KIM, Byung Gyu; LEE, Chang Seok; KIM, Sung Wook; LEE, Sang Dae; (369 pag.)EP3239143; (2017); A2;,
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Synthetic Route of 355-80-6, 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 355-80-6 as follows.

Add trichlorochlorazine (3.68g, 0.02mol) and 40mL of anhydrous dichloromethane to 250mLIn a three-necked flask, stir well under N2 protection at 0-5 C.Add sodium hydroxide (3.2 g, 0.08 mol) to the reaction flask and continue stirring.(2) octafluoropentanol(7mL, 0.05mol) with dichloromethane (20mL)After dilution, it was slowly added dropwise to a three-necked flask and reacted at 0-5 C for 2 hours.The temperature was then slowly raised to reflux, and the reaction was stopped for 4 h.(3) repeatedly washing the reaction solution with deionized water, 5% HCl solution, and deionized water in sequence,Until neutral. Rotary evaporation to remove CH2Cl2 and excess octafluoropentanol,This gave a fluorine-containing coupling agent 2-chloro-4,6-bis (octafluoropentyloxy) -1,3,5-triazine.Fluorinated coupling agentNMR and carbon spectra of 2-chloro-4,6-bis (octafluoropentyloxy) -1,3,5-triazine are shown in Figures 1 and 2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,355-80-6, its application will become more common.

Reference:
Patent; Sichuan Qing Chemical University; Li Yanli; Wang Qinqin; Chen Liyi; Zou Wei; Song Yilan; Yang Hu; Yan Jie; (10 pag.)CN110437066; (2019); A;,
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