Author: tianli

Adding a certain compound to certain chemical reactions, such as: 3344-77-2, 12-Bromododecan-1-ol, 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, COA of Formula: C12H25BrO, blongs to alcohols-buliding-blocks compound. COA of Formula: C12H25BrO

vi) Cholesteryl 12-hydroxydodecylcarbamate from cholesteryl chloroformate and 12-aminododecan-1-ol. 12-Aminododecanl-1-ol is prepared from 12-bromododecan-1-ol and sodium azide in refluxing 95% ethanol, followed by catalytic hydrogenation (10% Pd/C catalyst, 30 psi hydrogen) in methanol.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3344-77-2, 12-Bromododecan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Dharmacon, Inc.; US2008/85869; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 1875-88-3 ,Some common heterocyclic compound, 1875-88-3, molecular formula is C8H9ClO, 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.

(9A) Ethyl 3-{4-[2-(4-chlorophenyl)ethoxy]phenyl}-3-ethoxypropionate Ethyl 3-ethoxy-3-(4-hydroxyphenyl)propionate (100 mg, 0.420 mmol) produced in Example 1 (1C) and 2-(4-chlorophenyl)ethanol (99 mg, 0.630 mmol) were dissolved in tetrahydrofuran (10 mL), and triphenylphosphine (178 mg, 0.680 mmol) and a 40percent diethyl azodicarboxylate toluene solution (309 muL, 0.680 mmol) were added thereto at room temperature, and then, the resulting mixture was stirred under a nitrogen atmosphere at 50° C. for 4 hours. After the reaction solution was cooled to room temperature, the solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 95:5 (v/v)), whereby the objective title compound was obtained as a yellow oily substance (151 mg, yield: 95percent). 1H NMR (CDCl3, 400 MHz): delta1.13 (3H, t, J=7.0 Hz), 1.23 (3H, t, J=7.0 Hz), 2.55 (1H, dd, J=5.0, 15.2 Hz), 2.79 (1H, dd, J=9.0, 15.2 Hz), 3.06 (2H, t, J=7.0 Hz), 3.30-3.38 (2H, m), 4.14 (4H, t, J=7.3 Hz), 4.68 (1H, dd, J=5.0, 8.9 Hz), 6.86 (2H, d, J=8.6 Hz), 7.22 (2H, d, J=8.3 Hz), 7.24 (2H, d, J=8.6 Hz), 7.28 (2H, d, J=8.6 Hz)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1875-88-3, its application will become more common.

Reference:
Patent; DAIICHI SANKYO COMPANY, LIMITED; US2011/53974; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 627-30-5 ,Some common heterocyclic compound, 627-30-5, molecular formula is C3H7ClO, 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.

The 4-CHLORO-7- (3-CHLOROPROPOXY)-6-METHOXYQUINAZOLINE used as a starting material was prepared as follows:- Ammonium formate (45 g) was added portionwise over 1.25 hours to a stirred mixture of 7-benzyloxy-6-methoxy-3,4-dihydroquinazolin-4-one (International Patent Application WO 02/16352, Example 1 thereof; 20 g), 10% palladium-on-carbon catalyst (3.3 g) and DMF (530 ml) and the reaction mixture was stirred for an additional 30 minutes. The catalyst was removed by filtration and the solvent was evaporated. There was thus obtained 7-hydroxy- 6-methoxy-3,4-dihydroquinazolin-4-one (8.65 g); NMR Spectrum: (DMSOD6) 3.9 (s, 3H), 7.0 (s, 1H), 7.45 (s, 1H), 7.9 (s, 1H). A mixture of the material so obtained, acetic anhydride (63 ml) and pyridine (7.5 ml) was heated to 100C for 4.5 hours. The resultant mixture was allowed to stand at ambient temperature for 16 hours. The mixture was poured into a stirred mixture (400 ml) of ice and water. The resultant precipitate was isolated and dried under vacuum. Analysis revealed that hydrolysis of the acetate group on the 4 position of the quinazoline was incomplete. The mixture was therefore further hydrolysed with water (150 ml) and pyridine (a few drops) at 90C for 15 minutes. The resultant mixture was cooled to ambient temperature and the solid was collected by filtration, washed with water and dried under vacuum. There was thus obtained 7-ACETOXY-6-METHOXY-3, 4-dihydroquinazolin-4-one (7.4 g); NMR Spectrum: (DMSOD6) 2.3 (s, 3H), 3.9 (s, 3H), 7.45 (s, 1IN), 7.65 (s, 1H), 8. 05 (s, 1H). A mixture of A portion (2 g) of the material so obtained, thionyl chloride (32 ml) and DMF (5 drops) was stirred and heated to reflux for 1.5 hours. The mixture was cooled to ambient temperature and the excess of thionyl chloride was evaporated. Toluene was added to the residue and evaporated. The resultant residue was diluted with methylene chloride (15 ml) and a 10% ammonia solution in methanol (80 ml) was added and the mixture was heated to 80C for 10 minutes. The mixture was cooled to ambient temperature and evaporated. Water was added to the residue and the mixture was neutralised by the addition of dilute aqueous hydrochloric acid solution. The resultant precipitate was collected by filtration and dried under vacuum at 35C for 16 hours. There was thus obtained 4-chloro- 7-hydroxy-6-methoxyquinazoline (1.65 g); NMR Spectrum: (DMSOD6) 4.0 (s, 3H), 7.25 (s, 1H), 7.4 (s, 1H), 8.8 (s, 1H). Di-tert-butyl azodicarboxylate (2.3 g) was added portionwise over a few minutes to a stirred mixture of 4-chloro-7-hydroxy-6-methoxyquinazoline (1.65 g), 3-chloropropanol (0.7 ml), triphenylphosphine (2.6 g) and methylene chloride (100 ml) and the reaction mixture was stirred at ambient temperature for 2 hours. The mixture was concentrated to a volume of about 30 ml by evaporation and the residue was purified by column chromatography on silica using increasingly polar mixtures of petroleum ether (b. p 40-60C) and ethyl acetate as eluent. There was thus obtained 4-CHLORO-7- (3-CHLOROPROPOXY)-6-METHOXYQUINAZOLINE as a white solid (2 g); NMR Spectrum: (DMSOD6) 2.3 (m, 2H), 3. 8 (m, 2H), 4.05 (s, 3H), 4.4 (m, 2H), 7.45 (s, 1H), 7.55 (s, 1H), 8.9 (s, 1H).

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. 627-30-5, 3-Chloropropan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/81000; (2004); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 5182-44-5 ,Some common heterocyclic compound, 5182-44-5, molecular formula is C8H9ClO, 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.

2-(3-chlorophenyl)acetaldehyde[115] The mixture of Example 86A (5.73 g, 36.5 mmol) and Dess-Martin periodinane (18.6 g, 43.8 mmol) in 200 mL of dichloromethane was stirred under 2 atmosphere for 4 hours at room temperature. Then saturated aHC03 (500 mL) and a2S2C>3 (100 mL) was added with stirring for another 30 minutes. The mixture was extracted with dichloromethane (3 x 300 mL). The organic layers were combined, dried over Na2S04, filtered, and concentrated. The crude product was purified by distillation under reduced pressure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5182-44-5, its application will become more common.

Reference:
Patent; ABBVIE INC.; BAYBURT, Erol K.; CLAPHAM, Bruce; COX, Phil B.; DAANEN, Jerome F.; GOMTSYAN, Arthur; KORT, Michael E.; KYM, Philip R.; VOIGHT, Eric A.; SCHMIDT, Robert G.; DART, Michael J.; GFESSER, Gregory; WO2013/62966; (2013); A2;,
Alcohol – Wikipedia,
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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. 100-37-8, name is 2-(Diethylamino)ethanol. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(Diethylamino)ethanol

165 g of ibuprofen and 160 mL of isopropyl acetate were placed in a pre-dried 500 mL three-necked flask and equipped with a reflux and agitation device; 64 mL of thionyl chloride was slowly added to the three-necked flask with stirring, and the mixture was stirred at room temperature for 30 minutes and then heated to reflux. Keep refluxed for 2-3 hours; The reaction mixture was rotary evaporated until No fraction dropout, and evaporated to dryness by adding 120 mL of n-hexane, and 120 mL of isopropyl acetate was added thereto, and the distillation was continued until no fraction was dropped, and the distillation was repeated once with isopropyl acetate. The evaporated mixture was dissolved in 600 mL of isopropyl acetate and transferred to a pre-dried 2 L three-necked flask, stirred and cooled to below 10 C; 93.6g of 2-(diethylamino)ethanol was slowly added dropwise to the above three necked flask through a constant pressure dropping funnel, and the temperature was controlled within 10 C, after the completion of the dropwise addition, stirring was continued at 0-10 C for 0.5 hours; 88 g of anhydrous potassium carbonate solid was added to the above three-necked bottle in portions, stirred at 5-10 C for 30 minutes, then slowly warmed to 15-25 C, and stirred at this temperature for 8-10 hours; 320 mL of deionized water was added to the above reaction solution, stirred for 15-30 minutes, and the organic phase was separated. The organic phase was washed four times with deionized water (320 mL X 4) and dried over anhydrous sodium sulfate. Filtration, then washed solid sodium sulfate with a small amount of isopropyl acetate; The above organic phase was transferred to a 2L three-necked flask, and the temperature was lowered to below 10 C, and about 32 g of hydrogen chloride gas was introduced at 0-10 C and maintained it for 1- 2 hours, then Concentrated a part of the solution, added 120 mL of n-hexane under stirring, added 1 g of seed crystals, and sealed and placed in refrigerator for crystallization; Filtration, washing with ethyl acetate / n-hexane (V / V = 1:1, 200 ml X 2); The obtained solid was dried under vacuum at 40-50 C until the water (moisture content )is qualified, to obtain 178.56 g of a crystalline crystal, a molar yield of 65.2%, and a purity of 99.76 %.

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, 100-37-8, 2-(Diethylamino)ethanol.

Reference:
Patent; Tianjin Xinchen Taifeier Pharmaceutical Technology Co., Ltd.; Yao Chen; (25 pag.)CN108727206; (2018); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 61487-25-0, name is (2-Amino-3-chlorophenyl)methanol, the common compound, a new synthetic route is introduced below. Quality Control of (2-Amino-3-chlorophenyl)methanol

Example 83 – Preparation of 2-acetoxymethyl-6-chloro aniline This material was prepared from 2-amino-3-chlorobenzyl alcohol and acetyl chloride by the general procedure outlined in Example 82. The product was isolated as an amber oil and was characterized by IR and 1H NMR spectroscopy and combustion analysis.

The synthetic route of 61487-25-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE DOW CHEMICAL COMPANY; EP142152; (1991); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 440-60-8, 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. 440-60-8, name is (Perfluorophenyl)methanol, molecular formula is C7H3F5O, 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) 2,2-Dimethyl-3-dichlorovinyl-cyclopropanecarboxylic acid pentafluorobenzyl ester STR28 0.1 mole of 2,2-dimethyl-3-dichlorovinyl-cyclopropanecarboxylic acid chloride (cis/trans) was added dropwise at 70 C. to 0.1 mole of pentafluorobenzyl alcohol. The mixture was then heated at 120 C. for a few minutes until gas evolution ceased. The yield of an oil, which was pure by thin-layer chromatography, was quantitative. b.p.0.1 120-130 C. Spectroscopic data: IR (cm-1): 2,900, 1,740, 1,660, 1,510, 1,460, 1,415, 1,385, 1,355, 1,310, 1,220, 1,161, 1,130, 1,080, 1,050, 995, 970, 940, 810, 780. mass spectrum (m/e): 181, 163, 165, 91, 127, 109, 191, 207, 353, 388 (M). NMR (ppm): 6.6 and 5.6 d (1), 5.2 s (2), 0.8-2.4 m (8).

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 440-60-8, (Perfluorophenyl)methanol.

Reference:
Patent; Bayer Aktiengesellschaft; US4183950; (1980); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 62058-03-1, 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 62058-03-1, name is trans-4-Aminoadamantan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of ethyl 1-phenyl-5-(2-methyl-4-oxobutan-2-yl)-1H-pyrazole-4-carboxylate 14b (45 mg, 0.15 mmol) in CHCl3 (9 mL) was added trans-5-hydroxy-2-adamantylamine (25 mg, 0.15 mmol), acetic acid (0.025 mL, 0.45 mmol) and sodium triacetoxyborohydride (85 mg, 0.45 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl. The combined organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was dissolved in methanol (0.30 mL), and added 1.0 N NaOH (0.22 mL, 0.22 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the solvent was removed under vacuum. The mixture of the residue in CHCl3 (1.5 mL) and DIPEA (0.078 mL, 0.45 mmol) and HBTU (35 mg, 0.15 mmol) was stirred at room temperature. After 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl., then purified with column chromatography (silica gel, eluting with CHCl3/methanol) to give the title compound as a white solid (0.025 g, 42 percent yield).

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 62058-03-1, trans-4-Aminoadamantan-1-ol.

Reference:
Article; Udagawa, Shuji; Sakami, Satoshi; Takemura, Takahiro; Sato, Mikiya; Arai, Takahiro; Nitta, Aiko; Aoki, Takumi; Kawai, Koji; Iwamura, Tomokatsu; Okazaki, Seiji; Takahashi, Takehiro; Kaino, Mie; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1617 – 1621;,
Alcohol – Wikipedia,
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Reference of 111-90-0, 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 111-90-0, name is Diethylene Glycol Monoethyl Ether. This compound has unique chemical properties. The synthetic route is as follows.

To a suspension of pure NaH (2.40 g, 100 mmol) in anhyd DME (100 mL) was slowly added 2-(2-ethoxyethoxy)ethanol (13.42 g, 100 mmol) at r.t. After stirring for 30 min, the now clear solution was treated with 3-bromoprop-1-yne (11.9 g, 100 mmol) in PhMe (2 mL) over a period of 15 min (violent reaction) with vigorous stirring. The resulting blend was heated to reflux for 4 h, allowed to cool to r.t., and filtered. Addition of H2O (300 mL) was followed by extraction with CH2Cl2 (3 × 100 mL), and the organic layers were combined, washed with H2O (3 × 100 mL), and dried (MgSO4). Evaporation of the solvents under reduced pressure and vacuum distillation of the residual liquid gave 6a as a colorless liquid; yield: 12.9 g (75%); bp 47-48 C/0.1 Torr. Employment of prop-2-yn-1-yl 4-methylbenzenesulfonate in DME instead of 3-bromoprop-1-yne generated 6a in only 40% yield. IR (film): 3251, 2975, 2868, 2114, 1444, 1349, 1289, 1246, 1107, 1033, 948, 920, 844, 671 cm-1. 1H NMR (300 MHz, CDCl3): delta = 4.19 (d, J = 2.4 Hz, 2 H), 3.68 (AA’BB’m, 4 H), 3.64 (AA’m, 2 H), 3.58 (BB’m, 2 H), 3.51 (q, J = 7.0 Hz, 2 H), 2.40 (t, J = 2.4 Hz, 1 H), 1.19 (t, J = 7.0 Hz, 3 H). 13C NMR (100 MHz, CDCl3): delta = 79.3 (CH), 74.3 (Cquat), 70.4 (CH2), 70.1 (CH2), 69.5 (CH2), 68.8 (CH2), 66.3 (CH2), 58.0 (CH2), 14.8 (CH3). MS (EI, 70 eV): m/z (%) = 173 ([MH+], 55), 127 (10), 117 (10), 103 (20), 83 (40), 73 (100), 59 (70). HRMS (EI, 70 eV): m/z [MH+] calcd for C9H17O3: 173.1178; found: 173.1173.

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 111-90-0, Diethylene Glycol Monoethyl Ether.

Reference:
Article; Dahlmann, Uwe; Vollhardt, K. Peter C.; Synthesis; vol. 52; 8; (2020); p. 1287 – 1300;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 28539-02-8, 1-(Hydroxymethyl)benzotriazole, 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, 28539-02-8, blongs to alcohols-buliding-blocks compound. Product Details of 28539-02-8

(A) N-((1H-Benzo[d][1,2,3]triazol-1-yl)methyl)-N-benzyl-1-phenylmethanamine To a mixture of 1H-benzotriazole-1-methanol (10.06 g) and ethanol (250 mL), dibenzylamine (12.97 mL) was added at room temperature, and the resulting mixture was stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure, and the precipitate was washed with IPE to obtain the title compound (19.99 g). 1H NMR (300 MHz, DMSO-d6) delta 3.70 (4H, s), 5.58 (2H, s), 7.18-7.46 (11H, m), 7.54 (1H, t, J=7.6 Hz), 7.70 (1H, d, J=8.5 Hz), 8.08 (1H, d, J=8.3 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,28539-02-8, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; HIRAYAMA, Takaharu; FUJIMOTO, Jun; CARY, Douglas Robert; OKANIWA, Masanori; HIRATA, Yasuhiro; (147 pag.)US2017/44132; (2017); A1;,
Alcohol – Wikipedia,
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