Tag: M.W=100-200

Synthetic Route of 7250-55-7, 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. 7250-55-7, name is Dimethyl 3-hydroxypentanedioate, molecular formula is C7H12O5, 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 dimethyl 3-hydroxypentanedioate (20 g, 114 mmol) in CH2CI2 (100 mL) was added lH-imidazole (15.46 g, 227 mmol) and TBDPSC1 (46.8 g, 170 mmol) at 25C. The solution was stirred at 25C for 3 h, and the mixture was filtrated and the filter cake was washed by CH2CI2 (100 mL). The filtrate was concentrated in vacuo to afford the crude product, which was purified by gradient elution on S1O2 (ISCO, 120 g RediSep Gold column, 0 to 10% EtO Ac/Pet. ether over 90 min, dry-loaded) to afford the title compound. LRMS (M+H)+: 437.2.

According to the analysis of related databases, 7250-55-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; EMBREY, Mark, W.; HARTINGH, Timothy John; LABROLI, Marc; RAHEEM, Izzat, T.; (75 pag.)WO2019/160783; (2019); A1;,
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Related Products of 767-90-8, Adding some certain compound to certain chemical reactions, such as: 767-90-8, name is (2-Ethylphenyl)methanol,molecular formula is C9H12O, 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 767-90-8.

To a cooled (0C) solution of compound 29 (55.0 g, 404 mmol) in CH2C12 (400 mL) was added Dess-Martin periodinane (177 g, 417 mmol) portionwise. After stirring for lh at r.t., the reaction mixture was quenched with saturated aqueous Na2S2O3 (300 mL) and saturatedaqueous NaHCO3 (500 mL). The mixture was extracted with CH2C12 (3x 300 mL). The combined organic extracts were washed with water and brine, dried over Na2SO4 and concentrated to yield 51.0 g of crude compound 30 as a yellow solid.

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. 767-90-8, (2-Ethylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AICURIS GMBH & CO. KG; DONALD, Alastair; URBAN, Andreas; BONSMANN, Susanne; WEGERT, Anita; GREMMEN, Christiaan; SPRINGER, Jasper; (376 pag.)WO2019/86141; (2019); 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. 5339-85-5, name is 2-(2-Aminophenyl)ethanol. A new synthetic method of this compound is introduced below., HPLC of Formula: C8H11NO

K2CO3 (0.0109 mol) and 4-(2-chloro-ethyl)-morpholine (1 HC1) (0.0036 mol) were added to a solution of 2-ethanol-aniline (0.0036 mol) in CH3CN (15 ml). The reaction was stirred at 80C for 24 hours and then cooled down to room temperature. The precipitate was filtered off and rinsed with CH3CN. The solution was concentrated under reduced pressure. The residue was purified by column chromatography over silica gel (eluent: CH2CI2/CH30H/NH40H 98/2/0. 1 ; 35-70 urn). The pure fractions were collected and the solvent was evaporated, yelding 0.7g of 2-[2-(2-morpholin-4-yl-ethylamino)-phenyl]-ethanol (77%)

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

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; WO2005/58869; (2005); A1;,
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Application of 23147-58-2 ,Some common heterocyclic compound, 23147-58-2, molecular formula is C4H8O4, 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 68 (S)-N-((S)-5-((l-(2-Cyanophenyl)-lH-indazol-3-yl)methyl)-4-oxo-2,3,4,5- tetrahydrobenzo [b] [ 1 ,4]oxazepin-3 -yl)-2-(2 -hydroxyethylamino)propan amide Na(OAc)3BH (14.2 mg, 67.0 muetaiotaomicron, Eq: 1.4) was added to a solution of (S)-2-amino-N- ((S)-5-((l-(2-cyanophenyl)-lH-indazol-3-yl)methyl)-4-oxo-2,3,4,5- tetrahydrobenzo[b][l ,4]oxazepin-3-yl)propanamide (23 mg, 47.9 muetaiotaomicron, Eq: 1.00) and glycolaldehyde dimer (3.16 mg, 26.3 muetaiotaomicron, Eq: 0.55) in DCM (1.5 mL). After 72 h. at RT, the mixture was diluted with NaHC03 and extracted with DCMThecombined extracts were concentrated. The residue was purified by preparative TLC to give the title compound (16 mg, 95 %) as a solid. MS m/z 525 (MH+)

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DONNELL, Andrew F.; HAN, Xiaochun; KESTER, Robert Francis; KONG, Norman; LE, Kang; LOU, Yan; MICHOUD, Christophe; MOLITERNI, John Anthony; REMISZEWSKI, Stacy; RUPERT, Kenneth Carey; YUN, Weiya; WO2014/23708; (2014); 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. 22419-35-8, name is 4,4-Difluorocyclohexanol, molecular formula is C6H10F2O, 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. Safety of 4,4-Difluorocyclohexanol

To a stirred suspension of (RS)-3-(4-isocyanato-phenyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (110 mg) in THF (1 ml) were added sequentially N,N-diisopropylethylamine (0.13 ml) and 4,4-difluorocyclohexanol (68 mg, CAS 22419-35-8) and the mixture was heated at 110¡ã C. for 18 h. The mixture was then concentrated in vacuo and the residue was purified by column chromatography (SiO2; gradient: heptane/EtOAc) to give (RS)-3-[4-(4,4-difluoro-cyclohexyloxycarbonylamino)-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (20 mg, 12percent) as an off-white solid. MS (ISP): 447.4 ([M+Na]+), 442.4 ([M+NH4]+), 369.2 ([M+H-C4H8]+).

With the rapid development of chemical substances, we look forward to future research findings about 22419-35-8.

Reference:
Patent; Groebke Zbinden, Katrin; Norcross, Roger; Pflieger, Philippe; US2011/152245; (2011); A1;,
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Synthetic Route of 589-98-0, 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. 589-98-0, name is 3-Octanol, molecular formula is C8H18O, 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.

Step 3a: Synthesis of Example 54 [0268] Thionyl chloride (0.29 mL, 4 mmol) was added to a suspension of Intermediate H (0.71 G, 1.0 mmol) and benzotriazole (0.24 G, 2 mmol) in toluene/dichloromethane (1:1, 20 mL), and the obtained mixture was heated under argon at 40 C. for 1 hour. 2-Ethylhexanol was then added, and the mixture was stirred at room temperature for 3 days. The reaction mixture was poured into water (100 mL), neutralized with saturated sodium bicarbonate, stirred for 30 minutes and extracted with dichloromethane (2¡Á100 mL). The extract was dried over magnesium sulfate, the volatiles were removed under reduced pressure and the residue was chromatographed (silica gel, hexane/dichloromethane 1:2). The fractions containing a fluorescent material were combined, the solvent was evaporated and the residue was dried in a vacuum oven to provide chromophore Example 54 (661, mg, 71% yield) as an orange glassy foam. 1H NMR (400 MHz, CDCl3): delta 7.93 (d, 4H, J=8.8 Hz), 7.90 (d, 4H, J=8.8 Hz), 7.78 (s, 2H), 7.35 (dd, 4H, J=7.3 and 8.4 Hz), 7.28 (d, 4H, J=8.5 Hz), 7.22 (dd, 4H, J=1.5 and 8.8 Hz), 7.16 (tt, 2H, J=7.4 and 1.1 Hz), 7.12 (d, 4H, J=8.5 Hz), 4.20 (m, 4H), 1.69 (m, 2H), 1.44-1.30 (m, 16H), 0.94 (t, 6H, J=7.3 Hz), 0.89 (t, 6H, J=7.3 Hz). UV-vis spectrum: lambdamax=442 nm (dichloromethane), 446 nm (PVB film). Fluorimetry: lambdamax=606 nm (dichloromethane), 558 nm (PVB film).

According to the analysis of related databases, 589-98-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NITTO DENKO CORPORATION; RACHWAL, STANISLAW; WANG, PENG; RACHWAL, BOGUMILA; ZHANG, HONGXI; YAMAMOTO, MICHIHARU; US2013/74927; (2013); 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. 27489-62-9, name is trans-4-Aminocyclohexanol. A new synthetic method of this compound is introduced below., category: alcohols-buliding-blocks

Step 1: trans (4-Hydroxy-cyclohexyl)-carbamic acid benzyl ester To an ice cold mixture of 50 g of trans 4-aminocyclohexanol in 500 mL of ethyl acetate and 500 mL of THF was added 200 mL of saturated sodium carbonate and the 65 mL of benzyl chloroformate drop-wise over 20 min. The mixture was allowed to warm and stir overnight and the precipitated product collected by filtration and washed with 200 mL of water. After drying under vacuum the white crystalline product weighed 84 g. The combined filtrates were shaken, separated and the aqueous layer extracted with 3*100 mL of ethyl acetate. The combined ethyl acetate extracts were dried over magnesium sulfate and concentrated under reduced pressure. Trituration with ether-hexane gave an additional 35.5 g of product as a white crystalline solid. MS (m+1)=250.4; 1H NMR (400 MHz, CDCl3) 7.4-7.3 (m, 5H), 5.1 (s, 2H), 4.6 (s, 1H), 3.6 (m, 1H), 3.5 (m, 1H), 2.0 (dd, 4H), 1.6 (d, 1H), 1.4 (dd, 2H), 1.2 (dd, 2H).

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, 27489-62-9, trans-4-Aminocyclohexanol.

Reference:
Patent; Thompson, Wayne; Young, Steven D.; Phillips, Brian T.; Munson, Peter; Whitter, Willie; Liverton, Nigel; Dieckhaus, Christine; Butcher, John; McCauley, John A.; McIntyre, Charles J.; Layton, Mark E.; Sanderson, Philip E.; US2005/54658; (2005); A1;,
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Reference of 127-66-2 ,Some common heterocyclic compound, 127-66-2, molecular formula is C10H10O, 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.

General procedure: Catalyst by about 5 mg, propargylic alcohols 4.95 mmol inwater 0.5-1 mL and secondary amines by around 5 mmolwere mixed with a Schlenk tube that equipped to a stir bar.After that the apparatus was clean with carbon dioxide formore than two times, the blend was stirred under the temperatureof 50 C and pressure of 1.5 bar for carbon dioxidefor the desired time. When the considered reaction finished,the mixture was adapted by diethyl ether (3-15 mL). Theupper layers were gathered and dried by vacuuming to obtainthe crude yields that might be purified using more column chromatography onto silica gel by petroleum ether/ethylacetate (100:1-20:1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,127-66-2, its application will become more common.

Reference:
Article; Fan, Liqun; Wang, Jinhu; Zhang, Xianman; Sadeghzadeh, Seyed Mohsen; Zhiani, Rahele; Shahroudi, Mina; Amarloo, Fatemeh; Catalysis Letters; vol. 149; 12; (2019); p. 3465 – 3475;,
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Reference of 27489-62-9, Adding some certain compound to certain chemical reactions, such as: 27489-62-9, name is trans-4-Aminocyclohexanol,molecular formula is C6H13NO, 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 27489-62-9.

Preparation of trans-4-(3-(5,6,7-trimethoxybenzo[b]thiophen-2-yl)imidazo[1,2-b]pyridazin-6-ylamino)cyclohexanol To a solution of 6-chloro-3-(5,6,7-trimethoxybenzo[b]thiophen-2-yl)imidazo[1,2-b]pyridazine (50 mg, 0.133 mmol, 1.0 equiv) in DMSO (2.0 mL) was added p-toluene sulfonic acid monohydrate (25 mg, 0.144 mmol, 1.0 equiv) and amine (0.532 mmol, 4.0 equiv) and heated to 100 C. for 24 h. The reaction mixture was diluted with water and extracted with ethyl acetate. Purification by column chromatography using 5% methanol in dichloromethane elution 36 mg of the brown solid, 60%. Compound 179 was physically characterized by electrospray ionization mass spectrometry. Structures and molecular masses are given below in Table 35-b.

According to the analysis of related databases, 27489-62-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Califia Bio, Inc.; GOODFELLOW, VAL S.; NGUYEN, THONG X.; RAVULA, SATHEESH B.; GELBARD, HARRIS A.; US2014/256733; (2014); A1;,
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Related Products of 111-45-5 , The common heterocyclic compound, 111-45-5, name is 2-(Allyloxy)ethanol, molecular formula is C5H10O2, 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.

10072] In a one-liter flask equipped with a stirring device, a dimroth condenser, a thermometer and a dropping thnnel, put were 38.25 g (0.375 mol) of ethylene glycol monoallyl ether represented by the following formula (7) and 100 g oftoluene, and heated to 70 degrees C. 0.38 Gram of a solution of a catalyst, complex of alkali-neutralized chloroplatinic acid with vinyl siloxane, in toluene, containing 0.5% of platinum, was added in the flask. Then, 185 g (0.25 mol) of the compound represented by the aforesaid formula (6) was added dropwise in the flask with the dropping funnel over one hout The reaction mixture was held at 100 degrees C. for one hour and, then, analyzed in GC. The peak of the compound represented by the aforesaid formula (6) disappeared, which means that the reaction completed. 100 Grams of ion exchanged water were added to the reaction mixture with stirring to wash it and, then, lefi standing to cause phase separation. The aqueous phase containing the excessive ethylene glycol monoallyl ether was removed. The organic phase was similarly washed twice with each 100 g of ion exchanged water and, then, the toluene in the organic phase was stripped off under a reduced pressure to obtain 193.7 g (0.23 mol) of a colorless and transparent liquid, silicone compound representedby the following formula (8). The yield was 92%. The ratio of the silicone compound represented by the following formula (8) in the obtained product was 98.1 mass %, as determined in GC.

The synthetic route of 111-45-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHIN-ETSU CHEMICAL CO., LTD.; KUDO, Muneo; US2015/361114; (2015); A1;,
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