Tag: M.W=100-200

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. 1462-03-9, name is 1-Methylcyclopentanol. A new synthetic method of this compound is introduced below., Safety of 1-Methylcyclopentanol

500 mg (3.87 mmol) of ethyl isocyanatoacetate was dissolved in 5 ml of dichloromethane. 0.05 ml of 4 N hydrochloric acid / 1,4-dioxane solution was added to the obtained solution. 465 mg (4.64 mmol) of 1-methylcyclopentanol was added to the resultant mixture, and they were stirred for 3 hours 30 minutes. 10 ml of methanol and 12 ml of 1 N aqueous sodium hydroxide solution were added thereto and they were stirred for 15 minutes. The organic solvent was evaporated under reduced pressure. After extracting with dichloromethane twice, the aqueous layer was neutralized with 1 N aqueous hydrochloric acid solution. The product was extracted with dichloromethane 3 times and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to obtain the title compound. The product was subjected to the next reaction without any purification. Yield: 43.0 mg (0.214 mmol), 5.5 %1H-NMR (CDCl3): (Only the main peaks are shown because the product contained impurities) 1.56 (3H, s), 5.22 (1H, d).

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, 1462-03-9, 1-Methylcyclopentanol.

Reference:
Patent; Ajinomoto Co., Inc.; EP1481673; (2004); A1;,
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Synthetic Route of 1562-00-1, 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.1562-00-1, name is Sodium isethionate, molecular formula is C2H5NaO4S, molecular weight is 148.1135, as common compound, the synthetic route is as follows.

EXAMPLE 1 14.8 g Isethionic acid-Na and 150 mg NaOH and 100 ml of benzyl alcohol were reacted in a 250 ml round bottom flask with a distillation bridge and heated slowly at 180 to 200 C for about 3 hours. At this temperature, about 1.8 g of water was distilled off. (0049) The reaction product was allowed to cool, forming crystals, and then filtered under suction. The very fine precipitate was dried. 18.7 g of a white substance at 78.6 % yield was recovered. IR confirmed that the reaction product was 99% pure.

Statistics shows that 1562-00-1 is playing an increasingly important role. we look forward to future research findings about Sodium isethionate.

Reference:
Patent; GEISTLICH PHARMA AG; PFIRRMANN, Rolf W.; (16 pag.)WO2017/175177; (2017); A1;,
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Synthetic Route of 10602-04-7 ,Some common heterocyclic compound, 10602-04-7, molecular formula is C9H8O, 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.

To a solution of (4-ethynylphenyl)methanol (1.66 g, 12.54 mmol) and imidazole (1.71 g, 25.08 mmol) in DMF (37mL) was added TBDMSCl (2.84 g, 18.81 mmol). This reaction mixture was stirred at ambient temperature for overnight. All the volatile solvent was removed under reduced pressure, and the residue was dissolved in DCM (10 ml). Water (10 mL) was added, and the aqueous layer was extracted with DCM (10 mL X 2). The combined organic layer was washed with brine (20 mL), dried over Na2SO4, and filtered. The organic layer was concentrated under reduced pressure and the residue was purified by silica gel chromatography, by column chromatography with hexane/ethyl acetate (10/1, v/v) to obtain the compound 59 as a brown solid (2.91 mg, 94percent yield): 1H NMR (400 MHz, CDCl3) _ 7.46 (d, J = 8.2 Hz, 2H), 7.28 (d, J = 8.8 Hz, 2H), 4.73 (s, 2H), 3.04 (s, 1H), 0.94 (s, 9H), 0.10 (s, 6H); 13C NMR (100 MHz, CDCl3) _ 142.5, 132.2, 126.0, 120.6, 83.9, 64.7, 26.1, 18.5, -5.1.

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. 10602-04-7, (4-Ethynylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; DALBY, Kevin N.; EDUPUGANTI, Ramakrishna; TALIAFERRO, Juliana; LEE, Juhyeon; (0 pag.)WO2018/160967; (2018); 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. 29055-08-1, name is (2-(Methylamino)phenyl)methanol, 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. Product Details of 29055-08-1

General procedure: To a solution of 13 (500 mg, 1.86 mmol) in DMF (5.0 mL) were added N-methylaniline (241 muL, 2.23 mmol), 1-hydroxybenzotriazole (251 mg, 1.86 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (534 mg, 2.79 mmol) at room temperature. The reaction mixture was stirred at room temperature for 12 h. Water was then added, and the mixture was extracted with a mixture of toluene and EtOAc (1:1). The organic layer was washed with H2O and brine, and dried over anhydrous sodium sulfate. After filtration, the solvent was removed in vacuo, and the residue was purified by silica gel column chromatography using hexane/EtOAc (1:1, v/v) as eluent. The solvent was removed in vacuo, and the resulting solid was recrystallized from iPrOH to give 14 (547 mg, 82percent) as a white solid

With the rapid development of chemical substances, we look forward to future research findings about 29055-08-1.

Reference:
Article; Fukaya, Takayuki; Kodo, Toru; Ishiyama, Takeo; Kakuyama, Hiroyoshi; Nishikawa, Hiroyuki; Baba, Satoko; Masumoto, Shuji; Bioorganic and Medicinal Chemistry; vol. 20; 18; (2012); p. 5568 – 5582;,
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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. 30379-58-9, name is Benzyl 2-hydroxyacetate, the common compound, a new synthetic route is introduced below. Safety of Benzyl 2-hydroxyacetate

To a solution of lithium 3-(cyclopropylmethoxy)-4-(N-(2-(4-methylpiperazin-1-yl)ethyl)methylsulfonamido)benzoate (theoric 0.869 mmol) and EDC (349 mg, 1.821 mmol) in dry DCM (3 ml), benzyl 2-hydroxyacetate (151 mg, 0.910 mmol) and DMAP (111 mg, 0.910 mmol) were added at RT. The final mixture was stirred for 2 days, then the solvent was evaporated, the residue was portioned between water and EtOAc, the organic layer was washed with NaHCO3 sat. sol. and brine, dried over Na2SO4 and evaporated. The crude was purified by flash chromatography on silica gel (eluent: DCM/MeOH/32% NH4OH 95/5/0.5) to give 2-(benzyloxy)-2-oxoethyl 3-(cyclopropylmethoxy)-4-(N-(2-(4-methylpiperazin-1-yl)ethyl)-methylsulfonamido)benzoate as a colorless oil (370 mg, 0.661 mmol, 76% yield over 2 steps, MS/ESI+ 560.1 [MH]+)

The synthetic route of 30379-58-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chiesi Farmaceutici S.p.A.; ARMANI, Elisabetta; Amari, Gabriele; Capaldi, Carmelida; Esposito, Oriana; Peretto, Ilaria; US2013/79313; (2013); A1;,
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Application of 6240-11-5, Adding some certain compound to certain chemical reactions, such as: 6240-11-5, name is 1-Adamantaneethanol,molecular formula is C12H20O, 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 6240-11-5.

Adamantyl acetaldehyde: To a flask containing 2-adamantyl-1-ethanol (5 g, 27.7 mmol) in CH2Cl2 (28 mL) was added TEMPO (433 mg, 2.77 mmol) followed by iodobenzene diacetate (9.8 g, 30.5 mmol). The reaction was stirred 1 hour and then diluted with CH2Cl2 (100 mL). Saturated aqueous solution of Na2S2O3 (100 mL) was added and extracted with CH2Cl2 (3×50 mL). The combined organics were washed with saturated aqueous NaHCO3 (150 mL) and brine (150 mL), dried over Na2SO4, and concentrated in vacuo. The resulting residue was purified by silica gel chromatography (5% Et2O/pentanes) to provide the title compound, which was identical to the reported literature compound (see Luly et al. (1987) J. Org. Chem. 52: 1487).

According to the analysis of related databases, 6240-11-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; California Institute of Technology; US2006/189830; (2006); A1;,
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Application of 34231-22-6, 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. 34231-22-6, name is 3-(Aminomethyl)benzyl Alcohol, 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.

3-Aminomethylbenzyl alcohol (1.12 g, 8.2 mmol) was weighed into a 100 mL round bottom flask,Tetrahydrofuran (10 mL) was added and triethylamine (0.873 mL, 6.2 mmol) was added to the reaction mixture.Trifluoroacetic anhydride (0.897 mL, 6.2 mmol) was added dropwise under ice-cooling,Dropping process continued for about 30min, dropping to room temperature after stirring the reaction 3.5h,The progress of the reaction was monitored by TLC. After the reaction was completed,Adding ethyl acetate and water according to a volume of 1: 1 composition of the mixture was extracted,After the organic phase was washed with saturated ammonium chloride solution,After drying over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure at 37 C,Purification by silica gel column chromatography, eluent ethyl acetate and petroleum ether,With gradient elution,The volume ratio of ethyl acetate / petroleum ether gradually increased from 1: 1 to 1: 2,Drying in vacuo at 37 C gave 2,2,2-trifluoro-N- (3- (hydroxymethyl) benzyl) acetamide (1.54 g,6.56 mmol) in 80% yield.

According to the analysis of related databases, 34231-22-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing University of Technology; Zhao Lijiao; Liu Junjun; Lai Xinxin; Song Xiuqing; Ren Ting; Zhong Rugang; (29 pag.)CN107235981; (2017); A;,
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Reference of 62058-03-1, 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. 62058-03-1, name is trans-4-Aminoadamantan-1-ol. A new synthetic method of this compound is introduced below.

Example B .3 Preparation of compound 3; A mixture of 2-[(p-chlorophenyl)sulfonyl]-2-methylpropionic acid [28361-38-8] (0.00028 mol) in dichloromethane (5 ml) and DMF (5 ml) was stirred and 1-hydroxy- lH-benzotriazole (O.OOO33 mol) was added. Then the mixture was stirred for 10 minutes and iV-(ethylcarbonimidoyl)-iV,iV-dimethyl-l,3-propanediamine, monohydrochloride [25952-53-8] (O.OOO33 mol) was added. The resulting mixture was stirred for 10 minutes and (lalpha,3alpha,4alpha,5beta,7alpha) -4-aminotricyclo[3.3.1.13’7]decan-l-ol [62058-03-1] (O.OOO33 mol) was added. The reaction mixture was stirred overnight at room temperature and then the solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2CyCH3OH 98/2). The product fractions were collected and the solvent was evaporated, yielding 0.094 g of compound 3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62058-03-1, trans-4-Aminoadamantan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/24627; (2006); A2;,
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Related Products of 39068-94-5 ,Some common heterocyclic compound, 39068-94-5, molecular formula is C12H19NO, 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 1 (preferred) 1-[(3,4-dimethoxy)benzyloxymethyl]-1-phenyl-N,N-dimethyl-n-propylamine R1 =ethyl, R2 =R3 =methyl, R4 =phenyl, R5 =,4-dimethoxyphenyl, n=q=0, m=p=1. 39.3 grams of sodium (1.71 mol) are introduced into 300 grams of 2-phenyl-2-dimethylamino-1-butanol (1.55 mol) in solution in 3 liters of anhydrous dioxane. The mixture is refluxed with vigorous stirring to disperse the sodium. After 6 hours 434 grams of 3,4-dimethoxy-alpha-chlorotoluene (2.34 mol) in solution in 1 liter of anhydrous dioxane are introduced within 30 minutes; the mixture is maintained for 6 hours at the reflux temperature of the solvent. The suspension is filtered and the solvent of the filtrate is eliminated by distillation in vacuo. The residue is taken up with 2 liters of hydrochloric acid (2N) and extracted with diethyl ether. The ether phases are removed and the aqueous acid phase is made alkaline in the cold with sodium hydroxide solution (10N) in a quantity sufficient to obtain a pH value of 12. The oil formed is extracted with ether, the ether phases are washed with water and then dried over sodium sulphate and the ether is eliminated by distillation. The oily residue obtained is purified by fractionation in vacuo. B.p.0.2/0.5 =187-193 C., weight: 271 grams, yield 50%. The DL camphosulphonate of the product is prepared in ethanol and recrystallized in ethyl acetate. Yield=85%, M.p.=108 C.

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. 39068-94-5, 2-(Dimethylamino)-2-phenylbutan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Societe Industrielle de Produits de Synthese; US4301163; (1981); A;,
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Adding a certain compound to certain chemical reactions, such as: 15833-00-8, 2-(2-Aminophenyl)propan-2-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, Application In Synthesis of 2-(2-Aminophenyl)propan-2-ol, blongs to alcohols-buliding-blocks compound. Application In Synthesis of 2-(2-Aminophenyl)propan-2-ol

EXAMPLE 4; 1-{3-[2-hydroxy-2-(6-hydroxy-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-8-yl)-ethylamino]-3-methyl-butyl}-4,4-dimethyl-1,4-dihydro-benzo[d][1,3]oxazin-2-one; a) 4,4-dimethyl-1,4-dihydro-benzo[1,3]oxazin-2-one; 112 g (1.13 mol) phosgene are piped into 500 mL THF. Then a solution of 52 g (0.34 mol) 2-(2-amino-phenyl)-propan-2-ol, prepared from 2-aminoacetophenone and methylmagnesium iodide, in 300 mL THF is added. The reaction mixture is left to stand overnight, evaporated down and combined with 500 ml pyridine. After the pyridine has been distilled off water is added and the mixture is extracted with diethyl ether. The organic phases are washed successively with 2 N hydrochloric acid, sodium hydroxide solution and water, dried with sodium sulphate and evaporated down. The residue remaining (46 g) is further reacted directly without any more purification.

The synthetic route of 15833-00-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2005/227975; (2005); A1;,
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