Author: tianli

Reference of 76066-27-8, 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 76066-27-8, name is 1-(Aminomethyl)cyclopentanol hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

Step A. 1-{[(4-Bromo-2-nitrophenyl)amino]methyl}cyclopentanol The mixture of 2,5-dibromonitrobenzene (Tokyo Kasei Kogyo Co., Ltd., 5.4 g, 19.2 mmol), 1-(aminomethyl)cyclopentanol hydrochloride (J. Med. Chem. 1981, 24, 12-16, 4.3 g, 28.4 mmol) and N,N-diisopropylethylamine (8.4 mL, 48.1 mmol) in 1-methyl-2-pyrrolidinone (32 mL) was microwaved for 30 min at 200 C. The reaction was quenched with water and extracted three times with ethyl acetate. The combined organic layers were dried over sodium sulfate and filtered. The filtrate was concentrated and the residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:1 as eluent) to afford the title compound (2.6 g, 43%) as an orange amorphous solid. 1H-NMR (CDCl3) delta: 8.36 (br s, 1H), 8.32 (d, J=2.2 Hz, 1H), 7.49 (dd, J=8.8, 2.2 Hz, 1H), 6.83 (d, J=9.5 Hz, 1H), 3.40 (d, J=5.1 Hz, 2H), 1.96-1.67 (m, 8H), a peak of OH was not identified. MS (ESI) 315 (M+H)+, 313 (M-H)-.

According to the analysis of related databases, 76066-27-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kon-I, Kana; Matsumizu, Miyako; Shima, Akiko; US2006/94750; (2006); A1;,
Alcohol – Wikipedia,
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Application of 5299-60-5, 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 5299-60-5 as follows.

Ethyl 6-methylsulfonyloxyhexanoate (2). A solution of monodispersed ethyl 6-hydroxyhexanoate (50.76 ml, 50.41 g, 227 mmol) in dry dichloromethane (75 ml) was chilled in an ice bath and placed under a nitrogen atmosphere. Triethylamine (34.43 ml, 24.99 g, 247 mmol) was added. A solution of methanesulfonyl chloride (19.15 ml, 28.3 g, 247 mmol) in dry dichloromethane (75 ml) was added dropwise from an addition funnel. The mixture was stirred for three and one half hours, slowly being allowed to come to room temperature as the ice bath melted. The mixture was filtered through silica gel, and the filtrate was washed successively with water, saturated NaHCO3, water and brine. The organics were dried over Na2SO4, filtered and concentrated in vacuo to a pale yellow oil. Final purification of the crude product was achieved by flash chromatography (silica gel, 1/1 hexanes/ethyl acetate) to give the monodispersed compound 2 (46.13 g, 85%) as a clear, colorless oil. FAB MS: m/e 239 (M+H), 193 (M-C2H5O).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5299-60-5, its application will become more common.

Reference:
Patent; Soltero, Richard; Ekwuribe, Nnochiri N.; Opawale, Foyeke; Rehlander, Bruce; Hickey, Anthony; Li Li, Bovet; US2003/69170; (2003); A1;,
Alcohol – Wikipedia,
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Electric Literature of 67622-86-0 ,Some common heterocyclic compound, 67622-86-0, molecular formula is C5H13NO, 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: To a solution of 5-chloro-2-[[5-methyl-3-(6-methyl-3-pyridyl)isoxazol-4-yl]methyl]pyridazin-3- one (building block A, 50 mg, 0.158 mmol) in EtOH (5 mL) was added under an atmosphere of argon triethylamine (0.219 mL, 1.58 mmol) and N-methylcyclopropanamine oxalate (254 mg, 1.58 mmol). The vial was capped and heated to 1 10 C for 17 h. The reaction mixture was diluted with EtOAc (20 mL) and was washed with water (15 mL) and brine (15 mL). The aqueous layers were extracted twice with EtOAc (20 mL). The combined organic extracts were dried (MgS04), filtered and concentrated in vacuo. Purification by flash chromatography (silica, gradient: 0% to 10% MeOH in CH2Cb) afforded the title compound (40 mg, 68%) as a light brown gum. MS (ESI): 352.2 ([M+H]+).

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. 67622-86-0, 2-Methyl-1-(methylamino)propan-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CECERE, Giuseppe; GROEBKE ZBINDEN, Katrin; HERNANDEZ, Maria-Clemencia; KNUST, Henner; KOBLET, Andreas; OLIVARES MORALES, Andres Miguel; PATINY-ADAM, Angelique; PINARD, Emmanuel; RUNTZ-SCHMITT, Valerie; STEINER, Sandra; (328 pag.)WO2019/238633; (2019); A1;,
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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. 629-41-4, name is 1,8-Octanediol, the common compound, a new synthetic route is introduced below. Computed Properties of C8H18O2

A new series of tris-malonate tethers that possess an open structure and bear alkyl groups as spacers were tested. The synthesis of one such tether that worked well with C60 is described in FIG. 6. PPTS: Pyridinium toluene-4-sulfonate. The intermediates of the synthesis of FIG. 6 were purified by flash column chromatography as follows, and were fully characterized by 13C-, 1H-NMR and mass spectrometry (FAB-MS). 1: SiO2, Hexane/EtOAc=1/1, Colorless oil. 2: SiO2, Hexane/EtOAc=7/3, Colorless oil. 3: SiO2, Hexane/EtOAc=3/2, Colorless oil. 4: SiO2, Hexane/EtOAc=1/1, Colorless oil. The yield of the first step of the synthesis was 39% because the bis-protected diol was also formed. The reason is that 1,8-octane-diol was not well soluble in CH2Cl2 and consequently, the mono-protected diol (soluble in CH2Cl2) was subjected to a rapid second reaction. We expect the use of larger amounts of solvent will improve the yield of the first step of the synthesis. Yields about 85% have been reported for similar diols according to the experimental procedure we followed. For details see: H. M. S. Kumar, B. V. S. Reddy, E. J. Reddy, J. S. Yadav, Chemistry Letters, 1999, 857-858.

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

Reference:
Patent; Hirsch, Andreas; Beuerle, Florian; Chronakis, Nikos; US2006/47167; (2006); A1;,
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Electric Literature of 3068-00-6 ,Some common heterocyclic compound, 3068-00-6, molecular formula is C4H10O3, 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: Xantphos (28.9 mg, 0.05 mmol), Cs2CO3 (32.6 mg, 0.10 mmol) and [Ru(p-cymene)Cl2]2 (15.3 mg, 0.025 mmol) were added to a Schlenk tube. Then the tube was evacuated and refilled with nitrogen. Dry toluene as solvent (2.0 mL)were added and the solution was stirred at room temperature under nitrogen for 30 min. Activated molecular sieves 4A (0.10 g) and triol 6a (106.1 mg, 1.00 mmol) were then added. And the solution was stirred at room temperature under nitrogen for 40 min. Subsequently, aniline 5a (46.6 mg, 0.50 mmol) was added and the solution was stirred at room temperature under nitrogen for 20 min. Then the resulting solution was heated to reflux and stirred for 48 h. The reaction was monitored by TLC. After completion, the solution was filtered through a plug of Celite and washed with EtOAc (3 mL x 3). The filtrate was concentrated under vacuum. Purification via flash column chromatography with silica gel (eluting with PE/EA = 5/1 (v/v)) yielded 4a (43.0 mg, 81% yield) as light yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3068-00-6, its application will become more common.

Reference:
Article; Xu, Qing-Song; Li, Chen; Xu, Yong; Xu, Defeng; Shen, Mei-Hua; Xu, Hua-Dong; Chinese Chemical Letters; (2019);,
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Reference of 186020-66-6, 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. 186020-66-6, name is tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate. A new synthetic method of this compound is introduced below.

[0072] To 15 grams of polyethene glycol (n=3) was added 0.45 eq of tert-butyl acrylate and 1 mol% potassium tert-butoxide in THF at 00 C to room temperature for 3 days to yield compound 1. Compound 1 was added to 1.2 eq of methanesulfonyl chloride, 1.2 eq of triethyl amine in THF at 0 C to room temperature for 3 hours. The pH was adjusted to 8 and 1.2 eq of sodium azide was added in water. The reaction was refluxed overnight to yield compound 2. To compound 2 was added 3 eq of triphenyiphosphine in a THF:water ratio of 7:2 at room temperature for 18 hours to afford compound 3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,186020-66-6, tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, and friends who are interested can also refer to it.

Reference:
Patent; THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK; OJIMA, Iwao; WANG, Tao; TENG, Yu-Han; WO2015/38493; (2015); A1;,
Alcohol – Wikipedia,
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Reference of 261723-32-4, Adding some certain compound to certain chemical reactions, such as: 261723-32-4, name is (3-Bromo-2-fluorophenyl)methanol,molecular formula is C7H6BrFO, 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 261723-32-4.

To a solution of (3-bromo-2-fluorophenyl)methanol (29; 4.00 g,19.5 mmol) in THF (40 mL) were added tert-butyl(chloro)dimethylsilane (3.50 g, 23.0 mmol) and 1H-imidazole (2.0 g,29.4 mmol). After being stirred at room temperature for 1 h, themixture was diluted with H2O, and extracted with EtOAc. Theorganic layer was dried over MgSO4, and concentrated in vacuo.The residue was purified by column chromatography on silica gel(hexane/EtOAc = 1:0 to 9:1) to give the product (5.90 g, 95%) as acolorless oil. 1H NMR (DMSO-d6): d 0.09 (6H, s), 0.90 (9H, s), 4.78(2H, s), 7.16-7.20 (1H, m), 7.43-7.47 (1H, m), 7.59-7.64 (1H, m);MS (CI) m/z [M+H]+ 321.

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. 261723-32-4, (3-Bromo-2-fluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yamaki, Susumu; Yamada, Hiroyoshi; Nagashima, Akira; Kondo, Mitsuhiro; Shimada, Yoshiaki; Kadono, Keitaro; Yoshihara, Kosei; Bioorganic and Medicinal Chemistry; vol. 25; 21; (2017); p. 6024 – 6038;,
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Adding a certain compound to certain chemical reactions, such as: 25392-41-0, 4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

Reference Example 2Synthesis of ( 6-hydroxy-l-benzofuran-3-yl) acetic acid (lR)-l- phenylethylamine salt; 0381][0382]Sodium hydroxide (135 g) was dissolved in water (830 mL) to prepare a 14% aqueous sodium hydroxide solution. To a solution (623 mL) of 4- (chloromethyl ) -7-hydroxy-2H-chromen-2- one (254 g) in water was added the above-mentioned 14% aqueous sodium hydroxide solution at 5C, and the mixture was stirred at 25C for 1 hr and at 60C for 4 hr. The concentratedhydrochloric acid (270 mL) was added at 35C, a seed crystal was added, and the reaction mixture was stirred at 35C for 1 hr and at 5C for 1 hr. The precipitated crystals werecollected by filtration, washed with water (123 mL) , and dried at 60C under reduced pressure. To the crystals was added ethyl acetate (1.9 L) , and the mixture was stirred at room temperature for 1 hr. After filtration, the insoluble material was washed with ethyl acetate (144 mL) . To the filtrate was added activated carbon (16.5 g) , and the mixture was stirred at 25C for 1 hr and filtered again. The filtrate wasconcentrated and dried under reduced pressure to give (6- hydroxy-l-benzofuran-3-yl) acetic acid (146 g) . (6-Hydroxy-l- benzofuran-3-yl) acetic acid (130 g) was dissolved in methanol (270 mL) , a solution of (1R) -1-phenylethylamine (82 g) in methanol (90 mL) was added at 60C, and diisopropyl ether (3.6 L) was added at 55C. After stirring at 25C for 2 hr, the precipitated solid was collected by filtration. The obtained solid was washed with a mixed solvent (445 mL) of methanol- diisopropyl ether (1:9), and dried at 50C under reducedpressure to give the title compound (198 g) as white crystals. *H NMR (500 MHz, DMSO-d6) : delta 1.28-1.38 (m, 3H) , 3.38-3.50 (m, 2H) , 4.06-4.17 (m, 1H) , 6.72 (dd, 1H, J = 8.5, 2.2 Hz), 6.86 (d, 1H, J = 1.9 Hz), 7.21-7.29 (m, 1H) , 7.29-7.38 (m, 3H) , 7.38-7.44 (m, 2H) , 7.56-7.63 (m, 1H) . (protons derived from NH, OH and COOH were not detected)

The synthetic route of 25392-41-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMANO, Mitsuhisa; GOTO, Mitsutaka; KAJIWARA, Takeshi; MAEDA, Hiroyuki; KONISHI, Takahiro; SERA, Misayo; KONDO, Yuichiro; YAMASAKI, Seiji; WO2012/111849; (2012); A1;,
Alcohol – Wikipedia,
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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.

A solution of (86.2) (120 mg, 0.287 mmol) and 2-(aminooxy)ethanol (44.2 mg, 0.573 mmol) in MeOH (10 ml) was added drops of HCl (3 N) to reach pH about 5 and then stirred at rt for overnight. Solvent was evaporated and the residue was purified by preparative base HPLC (gradient eluent A B from 20/80 to 95/5. mobile phase A: NH4OH/CH3CN 0.05%; mobile phase B: NH4OH/H20 0.05%) to afford the title compound (20 mg, yield 15%).

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 3279-95-6, 2-(Aminooxy)ethanol.

Reference:
Patent; NOVARTIS AG; CHEN, Chao; DENG, Haibing; GUO, Haibing; HE, Feng; JIANG, Lei; LIANG, Fang; MI, Yuan; WAN, Huixin; XU, Yao-Chang; YU, Hongping; ZHANG, Ji Yue (Jeff); WO2013/38362; (2013); A1;,
Alcohol – Wikipedia,
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Related Products of 329218-12-4, 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 329218-12-4 as follows.

To a stirred solution of 4-chloro-3-bromophenyl-methanol (cited in Amgen patent WO03099776) (900 mg, 4.06 mmol) in 2-methyl-tetrahydrofuran (15 ml) was added potassium hydroxide (912 mg, 16.3 mmol) and the resulting suspension was stirred at room temperature for 30 minutes, lodomethane (1.01 ml, 4.00 mmol) was then added and the reaction was stirred for 16 hours at room temperature. LCMS indicated incomplete reaction. Potassium hydroxide (912 mg, 16.3 mmol) was added and the resulting mixture stirred for 5 minutes before adding further iodomethane (4.04 ml, 16 mmol) and stirring was continued for 3 hours at room temperature. Ethyl acetate (60 ml) and saturated brine solution (30 ml) were added and the layers were separated. The organic extract was further washed with saturated brine solution (2 x 30 ml) then dried over anhydrous MgSO4 (s), filtered and evaporated in vacuo to afford the crude title compound as a yellow oil (901 mg, 94%).1HNMR (CZ6-DMSO): 3.40 (s, 3H), 4.21 (s, 2H), 5.50 (br s, 2H), 7.21 (dd, 1 H), 7.42 (d, 1 H), 7.60 (s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,329218-12-4, its application will become more common.

Reference:
Patent; PFIZER LIMITED; WO2008/135826; (2008); A2;,
Alcohol – Wikipedia,
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