Category: alcohols-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 2854-16-2, 1-Amino-2-methylpropan-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, 2854-16-2, blongs to alcohols-buliding-blocks compound. SDS of cas: 2854-16-2

General procedure: By the same conditions as the example 2 of an experiment, the compound 7 was synthesized except having replaced with isobutyl amine and having used 2-hydroxy-2-methylpropyl amine. Yield was 67percent. The compound 7 was obtained like the example 7-1 of an experiment except having changed reaction conditions, such as a catalyst, a solvent, reaction temperature, and time, like the following table 2 description. Yield is shown in Table 2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2854-16-2, its application will become more common.

Reference:
Patent; TSUMURA & CO; IGARASHI, YASUSHI; (20 pag.)JP5742190; (2015); B2;,
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Application of 110-73-6, 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. 110-73-6, name is 2-(Ethylamino)ethanol, 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.

EXAMPLE 8This example illustrates the preparation of certain compounds of the present invention. The amines used were commercial samples supplied by Fisher Scientific or Sigma Aldrich. Amines were reacted with one of the following: (-)-Ethyl(S)-2-hydroxypropionate (Ethyl-5-lactate, Ex Sigma Aldrich, 98%) (-)-Ethyl(S)-2-hydroxypropionate (Ethyl-L-lactate, Ex Fluka, >99%) 3,6-dimethyl-1,4-dioxane-2,5-dione (Lactide, Ex Aldrich, 99%) Initially reactions were performed in a microwave reactor under the conditions listed in Table 5. Due to the restricted volumes possible and in light of the rapid reactions seen, further reactions were carried out under ambient conditions and over an increased timescale. Reactions were monitored using FT-IR spectroscopy via the reduction in the ester band from ethyl-lactate at ~1750 cm-1 and the corresponding increase in the amide bands at ~1630 cm-1 and ~1550 cm-1. Selected samples were purified via preparatory HPLC and the compounds were identified via GC-MS and NMR. A cleaner, novel synthetic route was later utilised where the amines were reacted with lactide (3,6-dimethyl-1,4-dioxane-2,5-dione). TABLE 5 Reacted Amine Moles With Moles Reaction Conditions Yield Ethylamine 0.126 Ethyl-S- 0.126 Microwave Reactor, 200 C., 20 >75% lactate Bar, 3 minutes Ethanolamine 0.164 Ethyl-S- 0.164 Microwave Reactor, 200 C., 15 >95% lactate Bar, 30 minutes Isopropylamine 0.116 Ethyl-S- 0.116 Microwave Reactor, 200 C., 18 >75% lactate Bar, 30 minutes Diethanolamine 0.104 Ethyl-S- 0.104 Microwave Reactor, 200 C., 15 >75% lactate Bar, 30 minutes Morpholine 0.114 Ethyl-S- 0.114 Microwave Reactor, 200 C., 9 Bar, >75% lactate 30 minutes Benzylamine 0.091 Ethyl-S- 0.091 Microwave Reactor, 200 C., 13 >75% lactate Bar, 30 minutes Diethylamine 0.096 Ethyl-S- 0.096 Microwave Reactor, 200 C., >50% lactate 15 Bar, 30 minutes N-methyl-tert- 0.037 Ethyl-S- 0.037 Microwave Reactor, 200 C., >25% butylamine lactate 12 Bar, 30 minutes N-ethylisopropylamine 0.037 Ethyl-S- 0.037 Microwave Reactor, 175 C., 8 >25% lactate Bar, 30 minutes sec-Butylamine 0.098 Ethyl-S- 0.098 Microwave Reactor, 200 C., >75% lactate 14 Bar, 30 minutes 1-ethylpropylamine 0.085 Ethyl-S- 0.085 Microwave Reactor, 200 C., >75% lactate 12 Bar, 30 minutes N- 0.096 Ethyl-S- 0.096 Microwave Reactor, 150 C., 3 >25% isopropylmethylamine lactate Bar, 30 minutes tert-Butylamine 0.095 Ethyl-S- 0.095 Microwave Reactor, 200 C., >95% lactate 17 Bar, 30 minutes Pyrrolidine 0.119 Ethyl-S- 0.119 Microwave Reactor, 200 C., >75% lactate 14 Bar, 30 minutes 1,3-dimethylbutylamine 0.030 Ethyl-S- 0.030 Microwave Reactor, 200 C., >50% lactate 10 Bar, 30 minutes 2-(ethylamino)ethanol 0.204 Ethyl-L- 0.183 4 days at Ambient >75% lactate Temperature & Pressure 2-amino-1-butanol 0.208 Ethyl-L- 0.188 4 days at Ambient >75% lactate Temperature & Pressure allylamine 0.267 Ethyl-L- 0.240 4 days at Ambient >75% lactate Temperature & Pressure Isobutylamine 0.199 Ethyl-L- 0.179 4 days at Ambient >75% lactate Temperature & Pressure 1-ethylpropylamine 0.171 Ethyl-L- 0.154 4 days at Ambient >25% lactate Temperature & Pressure tert-amylamine 0.170 Ethyl-L- 0.153 3 days at Ambient <25% lactate Temperature & Pressure Dipropylamine 0.146 Ethyl-L- 0.131 2 days at Ambient Negligible lactate Temperature & Pressure Hexylamine 0.151 Ethyl-L- 0.136 3 days at Ambient >75% lactate Temperature & Pressure DL-2-amino-1-pentanol 0.044 Ethyl-L- 0.039 3 days at Ambient >75% lactate Temperature & Pressure N-hexylmethylamine 0.130 Ethyl-L- 0.117 2 days at Ambient >50% lactate Temperature & Pressure N-methylpropylamine 0.047 Ethyl-L- 0.042 4 days at Ambient >50% lactate Temperature & Pressure Dipropylamine 0.047 Lactide 0.025 2 hours at 50 C. <10% Benzylamine 0.053 Lactide 0.028 1 hour at 40 C. >95% 2-benzylaminoethanol 0.069 Lactide 0.035 5 hours at 55 C. >25% N-methylbenzylamine 0.074 Lactide 0.038 12 days at Ambient >50% Temperature & Pressure N-methylbutylamine 0.078 Lactide 0.040 12 days at Ambient >50% Temperature & Pressure 3-diethylamino-propylamine 0.065 Lactide 0.033 12 days at Ambient >75% Temperature & Pressure 2-Ethyl-1-Hexylamine 0.166 Lactide 0.108 4 days at Ambient >95% Temperature & Pressure 3-N-Butoxy Propylamine 0.056 Lactide 0.034 4 days at Ambient >25% Temperature & Pressure 3-Pentylamine 0.059 Lactide 0.040 4 days at Ambient >95% Temperature & Pressure N-(3-Aminopropyl)Morpholine 0.067 Lactide 0.035 4 days at Ambient >95% Temperature & Pressure N-Methylaniline 0.081 Lactide 0.042 4 days at Ambient >25% Temperature & Pressure

According to the analysis of related databases, 110-73-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA LIMITED; US2009/227453; (2009); A1;,
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Electric Literature of 4704-94-3, 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.4704-94-3, name is 2-(Hydroxymethyl)propane-1,3-diol, molecular formula is C4H10O3, molecular weight is 106.12, as common compound, the synthetic route is as follows.

4b. 2-((Nitrooxy)methyl)propane-1,3-diol This compound was isolated from the mixture obtained in Example 4a. 1H NMR (300 MHz, CDCl3) delta 4.61 (d, J=6.5 Hz, 2H), 3.91-3.78 (m, 4H), 2.66 (br, 2H), 2.19-2.14 (m, 1H). 13C NMR (75 MHz, CDCl3) delta 71.1, 61.8, 40.5.

Statistics shows that 4704-94-3 is playing an increasingly important role. we look forward to future research findings about 2-(Hydroxymethyl)propane-1,3-diol.

Reference:
Patent; NitroMed, Inc.; US2004/24014; (2004); A1;,
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Synthetic Route of 23377-40-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 23377-40-4 as follows.

9-(5-Phosphono-pent-2-en-l-yl)-adenine mono-(3-hexadecyloxy-l- propyl) phosphonoester (16)A solution of compound 13 (0.12Og, 0.424 mmol), 3-hexadecyloxy- propan-1-ol (HDPOH) (0.191g, 0.64 mmol) and DMAP (0.078g, 0.64 mmol) in DMF (10 mL) was treated with DCC (0.262g, 1.26 mmol) at room temperature. The reaction mixture was warmed up to 8O0C and stirred for overnight. After concentration, the residue was purified with a gradient mixture of chloroform, methanol, ammonia water and water (80:20:1 :1 to 100:40:3:3) by silica gel column chromatography to give 0.065g of product 16 (0.115 mmol, 27% yield); 1H NMR (MeOH-^) 58.21 (s, IH), 8.19 (s, IH) 5.84-5.74 (m, IH), 5.65-5.57 (m, IH), 4.92 (d, J = 7.0 Hz, 2H), 3.94 (q, J = 6.2 Hz, 2H), 3.52 (t, J = 6.2 Hz, 2H), 3.37 (t, J = 6.6 Hz, 2H), 2.58-2.44 (m, 2H), 1.90-1.78 (m, 2H), 1.74-1.62 (m, 2H), 1.54-1.43 (m, 2H), 1.36-1.14 (m, 12H), 0.89 (t, J = 7.0 Hz, 3H); 31P NMR (MeOH-^) 525.89; MS (ESI) m/z 566 (M+H)+, 564 (M-HV.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,23377-40-4, its application will become more common.

Reference:
Patent; THE REGENTS OF THE UNIVERISITY OF CALIFORNIA; WO2006/137953; (2006); A1;,
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Electric Literature of 109-83-1, 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.109-83-1, name is 2-(Methylamino)ethanol, molecular formula is C3H9NO, molecular weight is 75.1097, as common compound, the synthetic route is as follows.

[Step 2] Fabrication of 2-Acetyl-6-[(2-hydroxyethyl)methylamino]naphthalene 0.4 g (2.1 mmol) of the second compound 2 is obtained to be mixed with 1.8 g (24.0 mmol) of 2-methylaminoethanol (CH3NHCH2CH2OH), 2.0 g (19.2 mmol) of sodium bisulfite (Na2O5S2) and 4 mL of water to be heated to 140 celsius degrees ( C.) with vigorous stirring and refluxed for 76 hrs. After cooling, 50 mL of dichloromethane is added for phase separation after sufficient stirring. Therein, after being dried with anhydrous sodium sulfate, an organic phase is concentrated under reduced pressure and separated and purified by liquid chromatography (SiO2, EtOAc_CH2Cl2=1:3), with 0.15 g (0.81 mmol) of the second compound 2 recycled. Thus, a solid product, 2-acetyl-6-[(2-hydroxyethyl)methylamino]naphthalene 3 (hereinafter referred to as third compound 3), is obtained, which has a weight of 0.276 g and a yield of 88.0%.

Statistics shows that 109-83-1 is playing an increasingly important role. we look forward to future research findings about 2-(Methylamino)ethanol.

Reference:
Patent; INSTITUTE OF NUCLEAR ENERGY RESEARCH, ATOMIC ENERGY COUNCIL, Executive Yuan, R.O.C.; Lin, Wuu-Jyh; Farn, Shiou-Shiow; Tu, Yean-Hung; Huang, Li-Yuan; Chen, Dow-Che; Chu, Kuo-Yuan; Chang, Mao-Hsung; Duh, Ting-Shien; Chen, Jenn-Tzong; Shiue, Chyng-Yann; US9186423; (2015); B1;,
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Adding a certain compound to certain chemical reactions, such as: 19064-18-7, (2,6-Difluorophenyl)methanol, 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, Safety of (2,6-Difluorophenyl)methanol, blongs to alcohols-buliding-blocks compound. Safety of (2,6-Difluorophenyl)methanol

3-(4-N,N-dimethylaminomethyl)phenyl-2-chloro-6-bromoquinoline(60 mg, 0.16 mmol) was dissolved in 2 mL of anhydrous tetrahydrofuran,Followed by addition of 2,6-difluorobenzyl alcohol (46 mg, 0.32 mmol),60% sodium hydride (30 mg, 0.78 mmol) was added and the reaction was stirred at room temperature for 8 hours.The organic phases were combined, concentrated to dryness and chromatographed on a column (dichloromethane / methanol 25: 1), dried over MgSO4,To give 63 mg of a pale yellow oil in 81.68% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,19064-18-7, (2,6-Difluorophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Institute of Materia Medica,Chinese Academy of Medical Sciences; He, Chunxian; Cui, Huaqing; Yin, Dali; (66 pag.)CN106167464; (2016); A;,
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Reference of 623-69-8, 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.623-69-8, name is 1,3-Dimethoxypropan-2-ol, molecular formula is C5H12O3, molecular weight is 120.15, as common compound, the synthetic route is as follows.

Section 1 step: the epoxychloropropane and methanol under the action of the NaOH, in order to an excess of methanol as a solvent reflux reaction 6 hours, to obtain 1,3-dimethoxy-2-propanol; The mole ratio is that, epoxychloropropane: NaOH= 1 : 1.05; Methanol consumption per mole of epichlohydrin substrate for adding 0.6L of the methanol. Section 2 step: the resulting 1,3-dimethoxy-2-propanol with 4-n-butyl benzoyl chloride in triethylamine under the action of acid, in tetrahydrofuran solvent reflux reaction for 7 hours, shown in formula III obtained ether acid ester composition (i); The mole ratio is that, 1,3-dimethoxy-2-propanol: 4-n-butyl benzoyl chloride: triethylamine = 1:1: 1.5; Tetrahydrofuran according to the amount of per mole of the 1,3-dimethoxy-2-propanol is added to substrate 1.5L tetrahydrofuran

Statistics shows that 623-69-8 is playing an increasingly important role. we look forward to future research findings about 1,3-Dimethoxypropan-2-ol.

Reference:
Patent; China Petroleum and Chemical Corporation; China Petroleum & Chemical Corporation Beijing Research Institute of Chemical; Hu, Jianjun; Liu, Haitao; Gao, Mingzhi; Ma, Jixing; Cai, Xiaoxia; Zhang, Xiaofan; Chen, Jianhua; Ma, jing; Li, Changxiu; Li, Xianzhong; Wang, Jun; (12 pag.)CN103664615; (2016); B;,
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Application of 2919-23-5, 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.2919-23-5, name is Cyclobutanol, molecular formula is C4H8O, molecular weight is 72.1057, as common compound, the synthetic route is as follows.

To a solution of cyclobutanol (500 mg, 6.93 mmol), methane sulfonyl chloride (0.810 mL, 10.40 mmol) in DCM (5.0 mL) was added TEA (2.90 mL, 20.80 mmol) at 0 C. The mixture was stirred at 25 C for 3 h. TLC showed that the reaction was completed. The reaction mixture was diluted with EhO (50 ml) and DCM (30 ml), organic layer was separated, washed with EhO (20 mL *3), dried and concentrated. The residue was purified by silica gel column (pet. ether/EtOAc = 10: 1) to afford cyclobutyl methane sulfonate (350 mg, 1.864 mmol, 26.9 % yield) as yellow oil.

The chemical industry reduces the impact on the environment during synthesis 2919-23-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; BOWSHER, Michael S.; GILLIS, Eric P.; IWUAGWU, Christiana; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M.; (367 pag.)WO2019/244066; (2019); A2;,
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Application of 629-30-1, 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. 629-30-1, name is 1,7-Heptanediol. A new synthetic method of this compound is introduced below.

Fe(NO3)3¡¤9H2O (40.4 mg, 10 molpercent) and ABNO (7 mg, 5 molpercent) were used in this order.1,7-heptanediol (132 mg, 1 mmol) was added to a 10 ml reaction tube.Then add 2ml of acetonitrile as a solvent and open the reaction at room temperature.The degree of reaction was then checked by GC-MS. Reaction 15h,After the reaction is over,An internal standard, n-dodecane, was added and the product was quantitatively analyzed by GC.1,7-heptanediol conversion rate of 86percent,Product yield 85percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,629-30-1, 1,7-Heptanediol, and friends who are interested can also refer to it.

Reference:
Patent; Dalian Institute of Chemical Physics; Gao Shuang; Wang Lianyue; Chen Bo; Lv Ying; (5 pag.)CN106831675; (2017); A;,
Alcohol – Wikipedia,
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Synthetic Route of 17849-38-6 , The common heterocyclic compound, 17849-38-6, name is 2-Chlorobenzyl alcohol, molecular formula is C7H7ClO, 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: DBDMH (20 mmol) was added in portion wise to a mixture of 1b (5 mmol) andmethanol (30 ml). The reaction was kept at room temperature. After the mixture wasstirred for 12h, the methanol was vacuum evaporated. The residue was dissolved byMTBE (30 ml), washed with water (330 ml).The organic extracts was dried byanhydrous MgSO4, filtered, and concentrated under reduce pressure. The residue waspurified by column chromatography (silica gel: petroleum ether/ethyl acetate, 30:1) toafford the product as light yellow solid ( 92% yield).

The synthetic route of 17849-38-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Zhongzhou; Zhu, Wei; Bao, Jinlong; Zou, Xinzhuo; Synthetic Communications; vol. 44; 8; (2014); p. 1155 – 1164;,
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