Category: alcohols-buliding-blocks

Reference of 124-68-5, 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. 124-68-5, name is 2-Amino-2-methyl-1-propanol, molecular formula is C4H11NO, 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.

2-Amino-2-methyl-1-propanol (9.5 mL, 0.1 mol) and triethylamine (14 mL, 0.1 mol) were dissolved in 200 mL chloroform. The solution was cooled to 0 C using an ice bath, and added a solution of acryloyl chloride (8.0 mL, 0.1 mol) in 50 mL chloroform. The reaction mixture was then stirred for 4 h while keeping the temperature at 0 C. Triethylamine hydrochloride was precipitated from the solution, and removed by filtration. The filtrate was concentrated and purified by column chromatography using ethyl acetate/hexane (7/3, v/v) as the eluent. The HTBAM monomer was obtained as a white powder and the yield was 66.0%. 1H NMR (CDCl3, delta, ppm): 1.34 (s, 6H, C(CH3)2CH2OH), 3.62 (d, 2H, C(CH3)2CH2OH), 5.67, 6.10 (dd, dd, 2H, CH2=CH), 6.27 (dd, 1H, CH2=CH). 13C NMR (CDCl3, delta, ppm): 24.11 (C(CH3)2CH2OH), 55.84 (C(CH3)2CH2OH), 70.19 (C(CH3)2CH2OH), 126.48 (CH2=CH), 130.65 (CH2=CH), 165.93 (C=O). HR-MS (ESI): calcd for C7H13NO2 [M+H]+: 144.10191, found: 144.10186.

According to the analysis of related databases, 124-68-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cui, Qianling; Wang, Yajie; Wu, Feipeng; Wang, Erjian; Polymer; vol. 54; 17; (2013); p. 4521 – 4527;,
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Electric Literature of 100751-63-1, 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. 100751-63-1, name is 6-Bromo-2-naphthylmethanol, molecular formula is C11H9BrO, 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.

c. 6-Bromo-2-naphthaldehyde To a solution of 6-bromo-2-naphthylmethyl alcohol (6.71 g, 28.3 mmol) in CH2Cl2 (350 mL) was added pyridinium chlorochromate (6.71 g, 31.13 mmol) all at once. The mixture visually went from orange-red to black over 30 minutes and 150 mL of ether was added. The black mixture was passed through a silica gel column and eluted with ether. The solvents were evaporated and the solid was further purified on silica gel (hexane:CH2Cl2 1:1) to give 6.25 g of 6-bromo-2-naphthaldehyde (94%) as a white solid. %). 1H NMR (300 MHz; CDCl3): delta7.65 (dd, J1=2.0 Hz, J2=9.0 Hz, 1 H); 7.84 (t, J=8.0 Hz, 2 H); 7.97 (dd, J1=2.0 Hz, J2=8.0 Hz, 1 H); 8.06 (d, J=2.0 Hz, 1 H); 8.29 (s, 1 H); 10.14 (s, 1 H); 13C NMR (300 MHz; CDCl3): ppm 123.5, 123.9, 128.0, 130.1, 130.5, 130.8, 130.9, 133.9, 134.2, 137.1, 191.6.

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 100751-63-1, 6-Bromo-2-naphthylmethanol.

Reference:
Patent; Pfahl, Magnus; Tachdjian, Catherine; Al-Shamma, Hussien A.; Fanjul, Andrea; Pleynet, David P.M.; Spruce, Lyle W.; Wiemann, Torsten R.; Ibarra, Jason B.; US2002/143182; (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. 626-18-6, name is 1,3-Benzenedimethanol. A new synthetic method of this compound is introduced below., SDS of cas: 626-18-6

Complex 2 (8.3 mg, 10 mmol), CsOHH2O (0.84 g, 5 mmol),alcohol (5 mmol) was added to a 25 mL schlenk tube and the solutionwas heated at 150 C (oil bath) for 24 h in an open systemunder argon. After cooling to room temperature, the degassedwater (5 mL)was added and the mixturewas extracted with diethylether (3 10 mL). A sample of ether phasewas subjected to the GCMSanalysis and the residual solution was evaporated, then subjected to the NMR analysis. The aqueous phase was acidifiedwith 6 M HCl and extracted with ethyl acetate (5 20 mL). Thecombined organic phasewaswashed with brine (25 mL), dried overanhydrous Na2SO4, and evaporated under reduced pressure, thepure carboxylic acid was collected and weighed for calculating theyield, which was further characterized by its 1H NMR which isconsist with the standard sample.

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, 626-18-6, 1,3-Benzenedimethanol.

Reference:
Article; Dai, Zengjin; Luo, Qi; Meng, Xianggao; Li, Renjie; Zhang, Jing; Peng, Tianyou; Journal of Organometallic Chemistry; vol. 830; (2017); p. 11 – 18;,
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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. 456-47-3, name is 3-Fluorobenzyl alcohol, the common compound, a new synthetic route is introduced below. name: 3-Fluorobenzyl alcohol

General procedure: A solution of benzyl alcohol (1 mmol), SCC (1 mol %), 70% TBHP (1 mmol or 3 mmol),and 4-methylpyridine (1.0 mmol) in H2O (2 mL) was stirred at 60 C (or 80 C) for 10 h (or 15 h).The reaction mixture was quenched with a saturated solution of sodium thiosulfate (5 mL) andextracted using dichloromethane (3 10 mL). The combined organic layers were dried over anhydrous Na2SO4, filtrated, and then the solvent was removed under reduced pressure. The residue was purified by flash column chromatography on silica gel with petroleum ether/ethyl acetate as the eluent to obtain the desired product.

The synthetic route of 456-47-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Shi-juan; Zhang, Miao; Lu, Rong; Li, Xiu-ying; Che, Guang-bo; Molecules; vol. 23; 8; (2018);,
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Related Products of 3279-95-6, 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 3279-95-6, name is 2-(Aminooxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 10 mg (0.012 mmol) of compounds 9a or 9b in anhydrous and deoxygenated THF, 2-(aminooxy)ethanol (1.5 mg, 0.02 mmol) and PTSA (2 mg) were added. The reaction was performed in a glass pressure tube (Ace pressure tube from Aldrich), purged with argon and stirred at room temperature for 6 h. The consumption of starting material 9a-b was monitored by TLC and UVeVis spectroscopy. The solvent was removed under reduced pressure when no starting material was detected. The purification was carried out by flash column chromatography in silica gel using dichloromethane:methanol 99:1 as eluent, and the chlorin derivatives were crystallized from CH2Cl2/hexane. 21,22[N,N-dicarbonyl-N-4-(O-2-hydroxyethyloxime)phenyl]-13,17-bis[2-(methoxycarbonyl)ethyl]-2,7,12,18-tetramethyl-18-vinyl-2,21,22,23-tetrahydrobenzo[b]porphyrin (10a): Yield: 7.5 mg; 8.0 mmol; 70%. 1H NMR (CDCl3, 400 MHz) delta (ppm): -2.47–2.39 (sl, 2H); 2.09 (s, 3H); 3.16 (t, 2H, J=7.9 Hz); 3.21 (t, 2H, J=8.1 Hz); 3.41 (s, 3H); 3.46-3.48 (m, 2H); 3.50 (s, 3H); 3.56 (s, 3H); 3.65 and 3.68 (2s, 3H and 3H); 3.73 (t, 2H, J=4.4 Hz); 3.93-3.97 (m, 1H); 4.09-4.07 (m, 2H); 4.18 (t, 2H, J=7.8 Hz); 4.31 (t, 2H, J=7.5 Hz), 4.68 (d, 1H, J=8.7 Hz); 4.72 (br.s,1H); 6.15 (dd, 1H, J=1.3 Hz and 11.5 Hz, H-8(2a)); 6.35 (dd, H, J=1.3 Hz and 17.9 Hz); 6.77-6.74 (m, 2H); 7.17-7.15 (m, 2H); 7.42 (t, 1H, J=5.3 Hz); 7.76 (s, 1H); 8.19 (dd, 1H, J=17.9 and 11.5 Hz); 9.09 (s, 1H, H-20); 9.33 (s, 1H, H-5); 9.68 (s, 1H); 9.86 (s, 1H). 13C NMR (CDCl3,100 MHz) delta (ppm): 11.4 (1CH3); 11.6 (1CH3); 12.3 (1CH3); 21.5 (1CH2); 21.9 (1CH2); 25.6 (1CH2); 26.4 (1CH3);36.6 (1CH2); 37.0 (1CH2); 38.5 (1CH); 50.1 (1CH); 51.7 (1CH3); 51.8(1CH3); 52.3 (1C); 62.0 (1CH2); 75.1 (1CH2); 90.4 (1CH); 93.2 (1CH); 98.0 (1CH); 99.8 (1CH); 115.5 (1CH); 121.3 (1CH2); 126.2 (2CH); 127.1 (2CH); 129.2 (1C); 129.8 (1CH); 130.9 (1C); 131.5 (1C); 132.57 (1C); 132.64 (1C); 133,8 (1C); 133.9 (1C); 136.3 (1C); 136.5 (1C); 138.3 (1C); 138.4 (1C); 139.7 (1C); 148.1 (1CH); 149,6 (1C); 151.1 (1C); 151.4 (1C); 152.1 (1C); 165.8 (1C); 173.4 (1C); 173.8 (1C); 174.6 (1C); 178.4 (1C). HRMS (ESI-TOF): m/z calculated for [M+] 850.3685; found 850.3684. UV-Vis (CH2Cl2) lambdamax nm (log epsilon) 407 (5.14), 503 (4.00), 540 (4.00), 610 (3.57), 668 (4.50).

According to the analysis of related databases, 3279-95-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Dos Santos, Fabiane A.B.; Uchoa, Adjaci F.; Baptista, Mauricio S.; Iamamoto, Yassuko; Serra, Osvaldo A.; Brocksom, Timothy J.; De Oliveira, Kleber T.; Dyes and Pigments; vol. 99; 2; (2013); p. 402 – 411;,
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Synthetic Route of 50438-75-0, 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. 50438-75-0, name is 2-(4-(Dimethylamino)phenyl)ethanol, molecular formula is C10H15NO, 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.

2- [4- (N,] N-dimethylaminophenyl] ethanol (2.05 g, 17.4 mmol), phthalimide (2.19 g, 14.9 mmol) and [PPH3] (3.93 g, 14.9 mmol) (Aldrich) are mixed in 100 mL of THF maintained at [0C.] The mixture is then treated with DIAD (2.68 mL) (Aldrich) which was added dropwise. After stirring overnight, the solvent is removed under reduced pressure to give a pale yellow solid. The solid is triturated with EtOAc three times. The combined EtOAc layers are treated with gaseous HC1 to precipitate the product, and the desired product is isolated through filtration.

According to the analysis of related databases, 50438-75-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELIAN PHARMACEUTICALS INC; WO2004/33436; (2004); A1;,
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Application of 33036-62-3, 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. 33036-62-3, name is 4-Bromo-1-butanol. A new synthetic method of this compound is introduced below.

After dissolving 4-bromobutanol (5 g, 32.67 mmol) in DMSO (200 mul), the mixture was cooled to 0 C and SO 3 Py (26 g, 163.4 mmol) was added. DIPEA (45 mul, 261.365 mmol) And stirred for 3 hours. The reaction solution was diluted with EtOAc and washed with water. The organic solvent was dried over anhydrous MgSO4, filtered, concentrated by evaporation under reduced pressure, and the resulting residue was purified by silica gel chromatography (n-Hex / EtOAc = 4/1)4-Bromobutane (2.41 g, 49%) was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33036-62-3, 4-Bromo-1-butanol, and friends who are interested can also refer to it.

Reference:
Patent; Chungnam National University Foundation of Research & Business; International Medicine Co., Ltd.; Kim Eun-hui; Gu Tae-seong; Jang Gi-hong; Kim Yeong-hun; Lee Ju-hui; Park Chang-min; Oh Se-hwan; Bae Hyeon-ju; Kim Yeong-gwan; (72 pag.)KR2018/56603; (2018); A;,
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Adding a certain compound to certain chemical reactions, such as: 96-35-5, Methyl 2-hydroxyacetate, 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, 96-35-5, blongs to alcohols-buliding-blocks compound. Application In Synthesis of Methyl 2-hydroxyacetate

Example 1Reduction of Methyl Glycolate in Methanol to Ethylene Glycol The following example shows the positive effect of adding a promoter to the catalyst mixture. Run 1 in the table below is a comparative example. Runs 2-9 represent variants of the current invention.A 300-milliliter autoclave was charged with Ru(Acac)3 (0.10 mmole), TRIPHOS (0.50 mmole), and the promoter in the amount specified in the table. Methanol (32 milliliters) and methyl glycolate (0.156 mole) were added, and the reactor was sealed under N2. The reactor was pressurized to 250 psig (1.7 MPa) with H2 and heated to 200 C. Upon reaching 200 C., the H2 pressure was raised to 2000 psig (13.8 MPa). The autoclave was stirred and held at 200 C., 2000 psig (13.8 MPa) for a total of 3 hours. The autoclave was then cooled, excess gas vented, and the contents recovered. The contents were analyzed by the use of an internal standard gas chromatography method for the presence of methyl glycolate (?MG?) and ethylene glycol (?EG?). The results are shown in the table below. Catalyst Activity Rate Amount of Conversion of Selectivity to (moles EG per Promoter MG EG mole of Ru Run Promoter (mmole) (%) (%) per hr) 1 none none 39.5 88.4 205 2 Zn 0.25 49.3 88.9 228 Acetonylacetonate 3Me4NBF4 0.025 99.7 98.2 509 4Me4NBF4 0.001 96.8 98.2 394 5NH4PF6 0.025 100 96.9 504 6NH4OAc 0.150 67.8 94.8 334 7Ph4PBr 0.025 84.1 97.8 428 8NaPh4B 0.500 81.1 93.5 394 9BuN4PF6 0.025 97.8 95.8 487 Analysis of the run without a promoter showed a 39.5% conversion of the methyl glycolate with 88.4% selectivity to ethylene glycol. The catalyst activity rate for this experiment was 205 moles of EG per mole of ruthenium per hour. On the other hand, runs with a promoter showed MG conversions of 49-100%, EG selectivities of 89-98%, and catalyst activity rates of 230-510 moles of EG per mole of ruthenium per hour. This data show the positive effects of adding a promoter to the reaction mixture. Example 2 Reduction of Methyl Glycolate in Methanol to Ethylene Glycol A 300-milliliter autoclave was charged with Ru(Acac)3 (0.10 mmole), TRIPHOS (0.50 mmole), and tetrabutylammonium hexafluorophosphate (0.025 mmol). Methanol (32 milliliters) and methyl glycolate (0.156 mole) were added, and the reactor was sealed under N2. The reactor was pressurized to 250 psig (1.7 MPa) with H2 and heated to 200 C. Upon reaching 200 C., the H2 pressure was raised to 2000 psig (13.8 MPa). The autoclave was stirred and held at 200 C., 2000 psig (13.8 MPa) for a total of 3 hours. The autoclave was then cooled, excess gas vented, and the contents recovered. The contents were analyzed by the use of an internal standard gas chromatography method to show the presence of 0.0034 mole of methyl glycolate and 0.146 mole of ethylene glycol. The catalyst turnover rate for this example is 508 moles of EG per mole of ruthenium per hour.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,96-35-5, its application will become more common.

Reference:
Patent; EASTMAN CHEMICAL COMPANY; US2009/143612; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 62037-46-1, 1-Amino-3-chloropropan-2-ol hydrochloride, 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, 62037-46-1, blongs to alcohols-buliding-blocks compound. Formula: C3H9Cl2NO

To a suspension of 1-amino-3-chloropropan-2-ol hydrochloride (175.2 mg, 1.2 mmol, 1.0 eq) and pyridine (0.49 mL, 6.0 mmol, 5.0 eq) in DCM (3 mL) at 0 C was added the crude acid chloride 16 from the above reaction. The reaction mixture was allowed to warm to 23 C over 2 h, and then stirred overnight at rt. The resultant mixture was partitioned between DCM (3 mL) and water (5 mL). The organic layer was washed with saturated NaHCO3 (aq, 5 mL) and brine (5 mL), dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The crude material was purified by column chromatography on silica gel, using a mobile phase gradient of 15 to 40% of EtOAc/hexanes to yield the acrylamide 17 (172.2 mg, 0.49 mmol, 41% from 15) as a white solid. 1H NMR (500 MHz, DMSO-d6) delta 7.44 – 7.39 (m, 4H), 7.37 (t, J= 5.6 Hz, 1H), 7.24 (d, J= 8.6 Hz, 2H), 7.21 – 7.17 (m, 2H), 6.99 (d, J= 8.7 Hz, 2H), 5.35 (d, J= 5.3 Hz, 1H), 3.83 – 3.74 (m, 1H), 3.58 (dd, J= 11.2, 4.4 Hz, 1H), 3.47 (dd, J= 11.2, 6.0 Hz, 1H), 3.34 – 3.28 (m, 1H), 3.19 (ddd, J = 13.4, 6.7, 5.6 Hz, 1H); 13C NMR (126 MHz, DMSO-d6) delta 167.32, 137.21, 135.65, 133.96, 132.78, 132.71, 131.30, 129.40, 129.07, 128.27, 128.23, 69.06, 47.88, 43.19; HRMS m/z calcd. for C18H18Cl2NO2 [M+H]+ 350.07091, found 350.06477.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62037-46-1, its application will become more common.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; UNITED STATES GOVERNMENT REPRESENTED BY THE DEPARTMENT OF VETERANS AFFAIRS; RETTIG, Matthew; JUNG, Michael, E.; RALALAGE, D. Elshan Nakath, G.; AN, Jiabin; (162 pag.)WO2018/136792; (2018); A1;,
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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.23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, molecular weight is 120.1039, as common compound, the synthetic route is as follows.Application In Synthesis of Glycerol aldehyde dimer

Example 17 (S)-N-((S)-5-((6-Bromo-2-methoxynaphthalen-l-yl)methyl)-4-oxo-2′,3′,4,5,5′,6′- hexahydro-3H-spiro[benzo[b][l,4]oxazepine-2,4′-pyran]-3-yl)-2-(2- hydroxyethylamino)propanamide Sodium cyanoborohydride (5.14 mg, 81.8 muetaiotaomicron, Eq: 1.50) was added to a solution of (S)- N-((S)-5-((6-bromo-2-methoxynaphthalen-l-yl)methyl)-4-oxo-2′,3′,4,5,5′,6′-hexahydro-3H- spiro[benzo[b][l,4]oxazepine-2,4′-pyran]-3-yl)-2-amino-propanamide (31 mg, 54.5 mumol, Eq: 1.00), glycolaldehyde dimer (3.6 mg, 30.0 muetaiotaomicron, Eq: 0.55) and acetic acid (3.27 mg, 3.15 mu, 54.5 muetaiotaomicron, Eq: 1.00) in MeOH (1 mL) and the mixture was stirred at RT overnight. The mixture was diluted with 1 N HC1 and H20/1 N NaOH was added to adjust the pH to ~ 8 – 9. The mixture was extracted with EtOAc, the combined extracts were washed with brine, dried over Na2S04 and concentrated. The resulting material was purified by flash chromatography to afford the title compound (30 mg, 90 % yield). MS m/z 613.8 (MH+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,23147-58-2, Glycerol aldehyde dimer, and friends who are interested can also refer to it.

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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