Tag: M.W=100-200

Reference of 826-45-9, 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.826-45-9, name is Bicyclo[2.2.2]octane-1,4-diyldimethanol, molecular formula is C10H18O2, molecular weight is 170.25, as common compound, the synthetic route is as follows.

At atmospheric conditions, 2g of bicyclo[2.2.2]octane-1 ,4-diyldimetanol, 40MI of p-xylene, and 2g of Raney Nickel 3200 were added to a 100 imL autoclave reactor. The reactor was then purged with 300 psig of nitrogen, then venting the pressure to atmospheric. Condense 15g of ammonia gas to a blowcase and use 300 psig of N2 to push the ammonia to the autoclave. Agitation at 800 rpm was then commenced, and the temperature was slowly increased to 250 oC while allowing pressure to rise. Bring the reactor pressure down to 2800-2900 psig if pressure exceeds 3000 psig. After the temperature reaches 250 ¡ãC, hold these conditions (250 ¡ãC and 2000 psig) for 8 hours. (0275) [00107] After 8hours of reaction, the agitation was stopped, and the heat turned off to let the autoclave start cooling. After cooling to room temperature, pressure was released, and the system was purged three times with 100 psig of nitrogen. Vent the autoclave and discharge the reaction mixture from the autoclave and analyze by GC- MS and 1 H NMR, showing bicyclo[2.2.2]octane-1 ,4-diyldimethanamine as major product with small amount of 4-(aminomethyl)bicyclo[2.2.2]octane-1 -carbaldehyde. The conversion of bicyclo[2.2.2]octane-1 ,4-diyldimetanol is 100percent.

Statistics shows that 826-45-9 is playing an increasingly important role. we look forward to future research findings about Bicyclo[2.2.2]octane-1,4-diyldimethanol.

Reference:
Patent; EASTMAN CHEMICAL COMPANY; HU, Yue, Rachel; HEMBRE, Robert, Thomas; TUSTIN, Gerald, Charles; LIU, Zhufang; ADAMS, Steven, J.; CLARKSON, Jasper, Randle; (59 pag.)WO2019/75004; (2019); A1;,
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Reference of 530-91-6, 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. 530-91-6, name is 1,2,3,4-Tetrahydronaphthalen-2-ol. A new synthetic method of this compound is introduced below.

Example 292 1,2,3,4-Tetrahydro-2-naphthalenyl N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,5-dimethylphenyl}carbamate 4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,5-dimethylaniline (50 mg) was added to toluene (5 ml), and triethylamine (0.5 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (68 mg) in methylene chloride was then added thereto, and the mixture was heated under reflux for 10 min. Next, 1,2,3,4-tetrahydro-2-naphthalenol (34 mg) was added thereto, and the mixture was further stirred with heating under reflux for 3 hr. A saturated aqueous sodium bicarbonate solution was added to stop the reaction, and the reaction solution was then extracted with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution, water, and saturated brine in that order. The extract was dried over sodium sulfate and was then concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (80 mg, yield 100%). 1H-NMR (CDCl3-d1, 400 MHz): delta 2.08 – 2.13 (m, 2H), 2.12 (s, 3H), 2.27 (s, 3H), 2.80 – 3.24 (m, 4H), 4.11 (s, 3H), 4.17 (s, 3H), 5.30 (brs, 1H), 6.43 (s, 1H), 6.57 (d, J = 6.6 Hz, 1H), 6.94 (s, 1H), 7.11 – 7.18 (m, 4H), 7.64 (s, 1H), 7.94 (brs, 1H), 8.15 (d, J = 3.9 Hz, 1H), 8.48 (brs, 1H) Mass spectrometry value (ESI-MS, m/z): 500 (M++1)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,530-91-6, 1,2,3,4-Tetrahydronaphthalen-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1243582; (2002); 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. 505-10-2, name is 3-(Methylthio)propan-1-ol. A new synthetic method of this compound is introduced below., COA of Formula: C4H10OS

The mixture of the compound 46 (2.00g), meta-chloroperbenzoic acid (9.40g), and a methylene chloride (60 mL) was stirred at the room temperature for 16 hours. Reaction mixed liquor was concentrated in vacuum after cerite filtration, silica gel column chromatography (eluate: chloroform/methanol =9/1) refined residue, and it obtained the compound 47 (0.660g).

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, 505-10-2, 3-(Methylthio)propan-1-ol.

Reference:
Patent; SUMITOMO DAINIPPON PHARMA COMPANY LIMITED; Tsuzuki, Yasunori; Komiya, Masafumi; Furuta, Tomoyuki; Iwamoto, Kohei; Takahashi, Yoko; Nonoyama, Akihito; (130 pag.)JP2017/1991; (2017); A;,
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Electric Literature of 629-41-4 , The common heterocyclic compound, 629-41-4, name is 1,8-Octanediol, molecular formula is C8H18O2, 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 4 The following example describes the synthesis of (E,Z)-8,10-pentadecadien-1-ol acetate. 8-[(Tetrahydro-2H-pyran-2-yl)oxy]-1-octanol. 1,8-Octanediol (16.8 g) (115 mmol) and 4.83 g of dihydropyran (57.5 mmol) in 1400 ml of dichloromethane containing 5 drops of concentrated HCl were stirred for 2 hours. Then 10 g of NaHCO3 were stirred in and the solution was filtered. Dichloromethane was removed with a rotary evaporator, and the resulting residue was triturated with pentane; the undissolved solid was 1,8-octanediol. The solid was filtered from the pentane solution, and the pentane was removed with a rotary evaporator to give 13.2 g (99.8%) of crude product oil.

The synthetic route of 629-41-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The United States of America as represented by the Secretary of Agriculture; US5607670; (1997); A;,
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Application of 403-41-8, 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. 403-41-8, name is 1-(4-Fluorophenyl)ethyl Alcohol. A new synthetic method of this compound is introduced below.

General procedure: Bi(OTf)3 (1.0 mol%) was added to a solution of the appropriate secbenzylalcohol (1.0 equiv) and TMSN3 (1.2 equiv) in CH2Cl2 (4.0mL/mmol) at r.t. When the reaction was complete (TLC), the solventwas removed and the crude material was purified by column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,403-41-8, its application will become more common.

Reference:
Article; Tummatorn, Jumreang; Thongsornkleeb, Charnsak; Ruchirawat, Somsak; Thongaram, Phanida; Kaewmee, Benyapa; Synthesis; vol. 47; 3; (2015); p. 323 – 329;,
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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. 34231-22-6, name is 3-(Aminomethyl)benzyl Alcohol. A new synthetic method of this compound is introduced below., Quality Control of 3-(Aminomethyl)benzyl Alcohol

Step 3 Preparation of (frans)-methyl 4-((5-(2-((3-(hvdroxymethyl)benzyl)carbamoyl)-6-methylpyriotadiotan-4- vO-2H-tetrazol-2-yl)methyl)cvclohexanecarboxvlate(3-(Amiotanomethyl)phenyl)methanol (prepared as described in step 1 of the synthesis of lambda/-(3- (hydroxymethyl)benzyl)-6-methyl-4-(2-(((frans)-4-(methylsulfonamido)cyclohexyl)methyl)-2H-tetrazol- 5-yl)piotacoliotanamiotade, Example 183) (1 15 mg, 0 838 mmol) was added to a solution of methyl 4-(2- (((trans )-4-(methoxycarbonyl)cyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpiotacoliotanate (75 mg, 0 201 mmol) in lambda/,lambda/-diotamethylformamiotade (6 mL) and the mixture was heated at 60 0C for 3 days The reaction mixture was purified by reverse-phase preparative HPLC to afford the title compound as a solid (50 mg, 65%) LC/MS (0%-25% CH3CN/H2O, 5 mm ) 3 010 mm , m/z 479 (M+H) 1H NMR (400 MHz, methanol-^) delta ppm 1 10 – 1 24 (m, 2 H), 1 34 – 1 49 (m, 2 H), 1 74 (dd, ,7=13 7, 3 0 Hz, 2 H), 1 99 (dd, .7=13 8, 3 1 Hz, 2 H), 2 03 – 2 16 (m, 1 H), 2 23 – 2 35 (m, 1 H), 2 65 – 2 71 (m, 3 H), 3 62 (s, 3 H), 3 96 (s, 1 H), 4 62 (d, J=7 0 Hz, 2 H), 4 74 (s, 2 H), 7 77 (d, J=8 1 Hz, 1 H), 8 03 (dd, .7=8 2, 1 5 Hz, 1 H), 8 09 (d, J= 1 1 Hz, 1 H), 8 54 (s, 1 H), 8 72 (d, J= 1 6 Hz, 1 H)

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, 34231-22-6, 3-(Aminomethyl)benzyl Alcohol.

Reference:
Patent; PFIZER INC.; WO2009/16498; (2009); 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. 583-03-9, name is 1-Phenylpentan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 583-03-9

In a typical reaction, acetic anhydride (500muL, 5.3mmol), pyridine (200muL) and triethylamine (4.0mmol) were added subsequently to a stirred solution of 1-phenylpentanol rac-4a (492mg, 3.0mmol) in dichloromethane (2mL) at room temperature. The reaction was stirred for 24h-52h at room temperature, monitored by TLC. Dichloromethane (10mL) was added and the mixture was quenched with an addition of 1M aq HCl (2mL). The aqueous layer was extracted with dichloromethane (2¡Á10mL). The combined organic extracts were neutralized and washed with saturated aq NaHCO3 (5mL) and brine (10mL), then dried over MgSO4 and filtered. The organic solvent was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (hexane/ethyl acetate, 3:1) to give corresponding acetate rac-4b. The 1H NMR spectra of acetates 3b,24 4b,24 5b,24 6b,24 7b,26 8b,28 9b29 were all in agreement with those reported in the literature.

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, 583-03-9, 1-Phenylpentan-1-ol.

Reference:
Article; Hoang, Hai Nam; Matsuda, Tomoko; Tetrahedron; vol. 72; 46; (2016); p. 7229 – 7234;,
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Synthetic Route of 27489-62-9 ,Some common heterocyclic compound, 27489-62-9, molecular formula is C6H13NO, 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.

Preparation of trans-4-(3-(7-methoxybenzo[b]thiophen-2-yl)imidazo[1,2-b]pyridazin-6-ylamino)cyclohexanol To a solution of 6-chloro-3-(6-methoxybenzo[b]thiophen-2-yl)imidaczo[1,2-b]pyridazine (50 mg, 0.111 mmol, 1.0 equiv) in DMSO (2.0 mL) was added p-toluene sulfonic acid monohydrate (30 mg, 0.111 mmol, 1.0 equiv) and trans-4-aminocyclohexanol (0.803 mmol, 5.0 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 gave 35 mg of the yellow solid, 80%. Compounds 170 and 200 were physically characterized by electrospray ionization mass spectrometry. Structures and molecular masses are given below in Table 18-b.

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. 27489-62-9, trans-4-Aminocyclohexanol, other downstream synthetic routes, hurry up and to see.

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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Synthetic Route of 29683-23-6, 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.29683-23-6, name is Tetrahydro-2H-thiopyran-4-ol, molecular formula is C5H10OS, molecular weight is 118.2, as common compound, the synthetic route is as follows.

A solution of tetrahydrothiopyran-4-ol (Sigma Aldrich, 2.0 g, 17 mmol) in N,N-dimethylformamide (DMF, 30 mL) was treated with sodium hydride (60% in mineral oil, 0.68 g, 17 mmol) in a single portion at room temperature. The mixture was stirred for one hour at room temperature before 5-bromo-2-fluorobenzonitrile (2.8 g, 14 mmol) was added in a single portion. An additional volume of DMF (20 mL) was added. The mixture was stirred on a 50 C. heating block for two hours before it was poured onto ice (approximately 100 g), precipitating a solid that was then collected by vacuum filtration and dried in a vacuum oven over phosphorus pentoxide to provide the desired product. 1H NMR (400 MHz, DMSO-d6) delta 8.03 (d, J=2.5 Hz, 1H), 7.82 (dd, J=9.1, 2.6 Hz, 1H), 7.31 (d, J=9.1 Hz, 1H), 4.74 (m, 1H), 2.83 (m, 2H), 2.63 (m, 2H), 2.16 (m, 2H), 1.90 (m, 2H).

The chemical industry reduces the impact on the environment during synthesis 29683-23-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Gilead Sciences, Inc.; Du, Zhimin; Guerrero, Juan A.; Kaplan, Joshua A.; Knox, JR., John E.; Lo, Jennifer R.; Mitchell, Scott A.; Naduthambi, Devan; Phillips, Barton W.; Venkataramani, Chandrasekar; Wang, Peiyuan; Watkins, William J.; Zhao, Zhongdong; (593 pag.)US2016/96827; (2016); A1;,
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Application of 7287-81-2 ,Some common heterocyclic compound, 7287-81-2, molecular formula is C9H12O, 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.

Dissolve 1- (3-METHYLPHENYL)-1-ETHANOL (1.36 g, 10 mmol) in dry toluene. Cool to 0 C and add DPPA (diphenylphosphoryl azide, 3.3 g, 12 mmol) followed by 1,8- diazabicyclo [5.4. 0] undec-7-ene (DBU, 1. 8 mL, 12 mmol). Warm the resulting mixture to RT and stir overnight, then dilute with H2O, and extract with ether. Wash the organic layer with 1 N HCI, saturated NaHC03, and brine. Dry over MGS04, filter, and concentrate to give the title compound (1.3 g, 81%) as a pale yellow oil. Use without further purification. RIF= 0. 66 (20: 1 hexanes/EtOAc) ; H NMR (CDC13, 250 MHz) 8 7.1- 7.4 (m, 4H), 4.61 (q, 1H), 2.42 (2, 3H), 1. 56 (d, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7287-81-2, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/821; (2005); A1;,
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