Tag: M.W=100-200

Reference of 29683-23-6, 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 29683-23-6, name is Tetrahydro-2H-thiopyran-4-ol. This compound has unique chemical properties. The synthetic route is as follows.

Compound was added 4.14 parts of 25 parts of chloroformrepresented by the formula (I-49-b), and stirred for 30 minutes at 23 C.. Tothe resulting mixed solution was added compound 6.82 parts of the formula(I-49-c), was further stirred for 1 hour at 23 C.. To the resulting reactionmass was stirred for 30 min at 23 C. was added 12.5 parts of ion-exchangedwater, the organic layer was removed by liquid separation. This operation wasrepeated seven times. By concentrating the obtained organic layer to give thecompound 6.12 parts of the formula (I-49-d)

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 29683-23-6, Tetrahydro-2H-thiopyran-4-ol.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; ANRYU, YUKAKO; ICHIKAWA, KOJI; (90 pag.)JP2015/27992; (2015); A;,
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Related Products of 3360-41-6, 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. 3360-41-6, name is 4-Phenylbutan-1-ol. A new synthetic method of this compound is introduced below.

Step 2 1-(4-(6-Bromohexyloxy)butyl)benzene: At 0~10 C., a solution of 4-phenylbutan-1-ol (8.4 g; 53.2 mmol; 1.00 equiv) in tetrahydrofuran (150 mL) was added to a suspension of sodium hydride (2.5 g; 62.5 mmol; 1.17 equiv) in tetrahydrofuran (50 mL). The resulting mixture was stirred at ambient temperature for about 1 hour and then 1,6-dibromohexane (41.0 g; 166 mmol; 3.13 equiv) and tetra-N-butylammonium bromide (100 mg; 0.27 mmol; 0.01 equiv) were added. The mixture was maintained at ambient temperature for about 16 hours, and then water was added. Following standard extractive workup with ethyl acetate, the crude residue was purified by silica gel column chromatography with ethyl acetate/petroleum ether (1/8) to afford the title product as a yellow liquid (14.2 g; 84% yield). 1H NMR (300 MHz, CDCl3) delta: 7.30 (m, 2H), 7.15 (m, 3H), 3.43 (m, 6H), 2.66 (t, J=7.2, 7.5 Hz, 2H), 1.89 (m, 2H), 1.75~1.58 (m, 6H), 1.56~1.37 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3360-41-6, its application will become more common.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; US2010/9950; (2010); A1;,
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Reference of 702-82-9, 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. 702-82-9, name is 3-Aminoadamantan-1-ol. A new synthetic method of this compound is introduced below.

59.52 parts of a solution containing the salt represented by the formula (IV-1) and 3.81 parts of the compound represented by the formula (V-8)After stirring at 23 C. for 1 hour,It was filtered.The collected filtrate was concentrated,To the obtained concentrate,100 parts of chloroform and 30 parts of ion exchanged water were charged,After stirring for 30 minutes,And separated.This washing operation was repeated three times.By concentrating the recovered organic layer,9.44 parts of a salt represented by the formula (I-8) was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,702-82-9, 3-Aminoadamantan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Sumitomo Chemical Co., Ltd.; Ichikawa, Koji; Sakamoto, Hiroshi; (89 pag.)JP5879696; (2016); B2;,
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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. 27646-80-6, name is 2-Methyl-2-(methylamino)propan-1-ol. A new synthetic method of this compound is introduced below., Formula: C5H13NO

A slurry of the product of example 81a (215 mg) in dichloromethane (2 ml) was treated with oxalylchloride solution (400 mul 2M in dichloromethane). A drop of DMF was added. The mixture was stirred at room temperature for 1 h. The reaction mixture was concentrated in vacuo, and redissolved in dichloromethane (2 ml). This solution was treated with 2-methyl-2-methylamino-propan-l-ol (175 mg; prepared in a similar manner as described by S. G. Kuznetsov, A.V. Eltsov, J. Gen. Chem. USSR, 32, 502 (1962)) and stirred for 1 h at room temperature. The reaction mixture was poured into an aqueous NaHCOs solution (5percent) and was extracted with ethyl acetate. The organic layer was dried (MgSO4), filtered and concentrated in vacuo. The residue was triturated with heptane/ethyl acetate to provide crystalline material.Yield: 80 mg. Mp 114-1160C; LC/MS-ESI: [M+H]+ = 476.5; hFSHRago (CHO luc) EC50 = 6.0 nM

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, 27646-80-6, 2-Methyl-2-(methylamino)propan-1-ol.

Reference:
Patent; N.V. ORGANON; WO2009/98283; (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. 148043-73-6, name is 4,4,5,5,5-Pentafluoropentan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H7F5O

Into a reactor (internal capacity: 200 mL, made of glass) equipped with a stirrer and a dropping funnel, C2F5CH2CH2CH2OH (23.6 g), triethylamine (16.1 g) and acetone (80 mL) were put and stirred. Then, by an ice bath, the inner temperature of the reactor was adjusted to be at most 10 C., and in a nitrogen atmosphere, a solution of 4-(chloromethyl)benzoic acid chloride (25.0 g) in acetone (15 mL) was dropwise added. Further, the temperature was returned to room temperature, and stirring was continued for 2 hours. (0156) The obtained reaction crude liquid was transferred to a separating funnel, AK-225 (100 mL) was added, followed by washing three times with distilled water (100 mL), and the solvent in the AK-225 phase was distilled off to obtain 40.2 g of a compound (A-2) (pale yellow liquid) represented by the following structural formula (A-2) and classified into the above compound (A). The yield was 93%. (0157) (0158) The measured results of 1H-NMR and 19F-NMR of the obtained fluorinated compound (A-2) are shown below. 1H-NMR (solvent:CDCl3) delta(ppm): 2.05-2.31 (4H, m, -CH2[CH2CH2]CF2-), 4.41 (2H, t, -OCH2-), 4.62 (2H, s, ClCH2-), 7.48 (2H, d, Ph), 8.03 (2H, d, Ph). 19F-NMR (solvent:CDCl3) delta(ppm): -85.9 (3F, s, -CF3), -118.7 (2F, t, -CF2-). (0161) Into a reactor (internal capacity: 50 mL, made of glass) equipped with a stirrer and a dropping funnel, methacrylic acid (2.73 g), potassium carbonate (5.02 g) and DMF (20 mL) were put and stirred. Then, heating was carried out so that the inner temperature of the reactor became 50 C., and a solution of the compound (A-2) (10.0 g) in DMF (10 mL) was dropwise added. The dropping funnel was replaced with a Dimroth condenser, and the reactor was heated to 80 C. and stirred for 2 hours. (0162) The obtained reaction crude liquid was transferred to a separating funnel, AK-225 (50 mL) was added, followed by washing three times with distilled water (50 mL), and the solvent in the AK-225 phase was distilled off to obtain 11.1 g of a fluorinated compound (I-5) of the present invention (pale yellow liquid) represented by the following structural formula (I-5). The yield was 97%. The measured results of 1H-NMR and 19F-NMR of the obtained fluorinated compound (I-5) of the present invention are shown below. 1H-NMR (solvent:CDCl3) delta(ppm): 1.99 (3H, s, -CH3), 2.05-2.31 (4H, m, -CH2[CH2CH2]CF2-), 4.40 (2H, t, -COO[CH2]CH2-), 5.26 (2H, s, -COO[CH2]Ph-), 5.63 (1H, s,transC?CH2), 6.19 (1H, s,cisC?CH2), 7.46 (2H, d, Ph), 8.04 (2H, d, Ph). (0166) 19F-NMR (solvent:CDCl3) delta(ppm): -85.9 (3F, s, -CF3), -118.8 (2F, t, -CF2-).

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, 148043-73-6, 4,4,5,5,5-Pentafluoropentan-1-ol.

Reference:
Patent; Asahi Glass Company, Limited; Hoshino, Taiki; US8471056; (2013); B2;,
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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. 13674-16-3, name is Methyl 2-hydroxy-3-phenylpropanoate, molecular formula is C10H12O3, 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. Computed Properties of C10H12O3

Step 6 (2R)-2-[4-(9-bromo-2,3-dimethyl-naphtho[2,3-b]thiophen-4-yl)-2,6-dimethyl-phenoxy]3-phenyl-propionic acid methyl ester To a solution of 4-(9-bromo-2,3-dimethyl-naphtho[2,3-b]thiophen-4-yl)-2,6-dimethyl-phenol (5.0 g, 12.1 mmol), (S)-2-hydroxy-3-phenylpropionic acid, methyl ester (3.3 g, 18.3 mmol), and triphenylphosphine (4.8 g, 18.3 mmol) in anhydrous benzene (50 mL) at room temperature under nitrogen was added dropwise diethyl azodicarboxylate (2.6 mL, 18.3 mmol) over a period of 25 min. The reaction mixture was heated for 2 h, then stirred at room temperature for 3 days. The crude reaction mixture was adsorbed onto silica gel and chromatographed twice with petroleum ether:ethyl acetate (95:5) to yield the title compound as a white foamy solid (4.5 g, 65%): NMR (DMSO-d6): delta8.18 (d, 1H), 7.64 (ddd, 1H), 7.53-7.43 (m, 2H), 7.38-7.24 (m, 5H), 7.00 (s, 2H), 4.80 (t, 1H), 3.58 (s, 3H), 3.31 (m, 2H), 2.42 (s, 3H), 2.24 (s, 3H), 2.19 (s, 3H), 1.55 (s, 3H); MS(EI): [M+], 1 bromine isotope pattern, 572/574; Anal. Calc. for C32H29BrO3S: C, 67.01; H, 5.10; N, 0.00. Found: C, 66.33; H, 5.09; N, 0.09; Analytical HPLC indicates a major component (94.39%).

With the rapid development of chemical substances, we look forward to future research findings about 13674-16-3.

Reference:
Patent; American Home Products Corporation; US6251936; (2001); B1;,
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Electric Literature of 41175-50-2 , The common heterocyclic compound, 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, molecular formula is C12H15NO, 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.

To a solution of aldehyde 7 (300 mg, 0.428 mmol) in propionic acid (5 mL) was added 8-hydroxyjulolidine (161 mg, 0.856 mmol, 2 eq) and PTSA (8 mg, 0.042 mmol, 0.1 eq). The solution was protected from light and stirred at room temperature overnight. To the brown mixture was added a solution of chloranil (103 mg, 0.428 mmol, 1 eq) in DCM (10 mL), the reaction turned dark and was allowed to stir overnight at room temperature. The dark purple solution was evaporated to dryness. The residue was purified by column chromatography on silica gel (gradient of 100% DCM to 9/1 DCM/Methanol) to obtain 130 mg of 8 (30%) as a purple solid after lyophilisation (dioxane/water: 1/1). Rf=0.32 (DCM/MeOH, 9/1). 1H-NMR (300 MHz, CDCl3): delta 7.84 (d, J = 8.1 Hz, 1H, H Ar), 7.06 (d, J = 7.9, 1H, H Ar), 6.97-6.86 (m, 5H, H Ar, H7), 6.71 (d, J = 2.9 Hz, 1H, H Ar), 4.47-4.40 (m, 4H, CH2O), 4.21 (s, 4H, NCH2COOMe), 4.11 (s, 4H, NCH2COOMe), 3.87 (t, J = 6.1 Hz, 2H, CH2O), 3.67 (s, 6H, 2 OMe), 3.56 (m, 14H, 2 OMe, H1, H4), 3.11 (d, J = 7.0 Hz, 2H, CH2N3), 3.04 (t, J = 6.3 Hz, 4H, H6), 2.75 (q, J = 6.2 Hz, 4H, H3), 2.13-2.10 (m, 4H, H5), 2.00 (t, J = 5.5 Hz, 4H, H2), 1.49-1.34 (m, 4H, CH2), 1.19-1.03 (m, 4H, CH2). 13C-NMR (75 MHz, CDCl3): delta 171.97 (CO ester), 171.56 (CO ester), 153.04 (C Ar), 152.74 (C Ar), 152.31 (C Ar), 152.09 (C Ar), 151.02 (C Ar), 150.43 (C Ar), 144.79 (C Ar), 139.41 (C Ar), 138.16 (C Ar), 132.61 (C Ar), 128.20 (CH Ar), 127.15 (CH Ar), 126.33 (CH Ar), 123.34 (C Ar), 122.64 (CH Ar), 122.61 (CH Ar), 121.91 (CH Ar), 119.54 (CH Ar), 113.89 (C Ar) (CH Ar), 113.43 (C Ar), 113.35 (C Ar), 105.16 (C Ar), 69.10 (CH2O), 67.70 (CH2O), 67.19 (CH2O), 53.66 (NCH2COOMe), 53.52 (NCH2COOMe), 51.73 (4 OMe), 51.16 (CH2N3), 50.97 (C1 or C4), 50.52 (C1 or C4), 28.82 (CH2), 28.73 (CH2), 27.72 (C3), 26.26 (CH2), 25.52 (CH2), 20.83 (C2), 20.00 (C6), 19.85 (C5). MS (ES+), calcd for C57H68N7O12 [M]+ 1042.5, found 1042.9. HRMS (ES+), calcd for C57H68N7O12 [M]+ 1042.4920, found 1042.4949.

The synthetic route of 41175-50-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Paris Sciences et Lettres – Quartier Latin; Mallet, Jean-Maurice; Collot, Mayeul; EP2878602; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 3236-48-4, trans-1,4-Cyclohexanedimethanol, 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 trans-1,4-Cyclohexanedimethanol, blongs to alcohols-buliding-blocks compound. Safety of trans-1,4-Cyclohexanedimethanol

Example 1.106: Preparation of Sodium 2-(((lr,4r)-4-(((4- Chlorophenyl)(phenyl)carbamoyloxy)methyl)cyclohexyl)methoxy)acetate.; Method 1.; Step A: Preparation of ((lr,4r)-4-(hydroxymethyl)cyciohexyI)methyl 4- chlorophenyl(phenyl)carbamate.; 4-Chloro-N-phenylaniline (15.0 g, 73.6 mmol), tribasic potassium phosphate, (fine powder, 4.69 g, 22.1 mmol), N^V-carbonyldiimidazole (13.14 g, 81 mmol) and acetonitrile (75 mL) were charged to a 500-mL, jacketed, four-necked cylindrical reaction flask equipped with a mechanical stirrer and a condenser. The reaction mixture was heated at 65 0C under nitrogen and monitored by HPLC. After about 2.5 h HPLC showed > 98% conversion to the intermediate N-(4-chlorophenyl)-N-phenyl-lH-imidazole-l-carboxamide. After about 5.5 h a solution of (lr,4r)-cyclohexane-l,4-diyldimethanol (37.2 g, 258 mmol) in acetonitrile (150 mL) at 65 0C was added to the reaction mixture over 20 min. The resulting mixture was heated at 65 0C overnight. etaPLC showed about 98% conversion to the required product. The mixture was filtered, and the cake was rinsed with acetonitrile (2 x 25 mL). The filtrate was concentrated under reduced pressure (40 0C, 32 torr) 124.125 g of distillate was collected. The residue was diluted with water (50 mL) and this mixture was concentrated under reduced pressure (400C, 32 torr) and 35.184 g of distillate was collected. The residue was diluted with water (50 mL) and the resulting mixture was allowed to stir overnight to give a white paste. The mixture was filtered, and the cake was rinsed with 25% acetonitrile/water (2 x 75 mL). The solid was dried in a vacuum oven to leave a white solid (22.271 g); 94.8% purity by etaPLC peak area. LCMS m/z = 374.3 [M+eta]+; 1H nuMR (400 MHz, DMSO-^6) delta ppm 0.77 – 0.93 (m, 4 H) 1.23 (dd, J = 6.22, 3.51 Hz, 1 H) 1.47 (dd, J = 6.32, 2.91 Hz, 1 H) 1.56 – 1.76 (m, 4 H) 3.20 (t, J= 5.78 Hz, 2 H) 3.92 (d, J = 6.13 Hz, 2 H) 4.33 (t, J = 5.31 Hz, 1 H) 7.28 – 7.35 (m, 5 H) 7.38 – 7.47 (m, 4 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3236-48-4, trans-1,4-Cyclohexanedimethanol, and friends who are interested can also refer to it.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2009/117095; (2009); 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. 55414-72-7, name is (2-Amino-5-methoxyphenyl)methanol, the common compound, a new synthetic route is introduced below. Formula: C8H11NO2

Compound 4 (216 mg, 1.41 mmol) and MnO2 (900 mg,10.4 mmol) were dissolved in dry THF (20 mL). The reaction mixture was stirred under nitrogen atmosphere at room temperature for 4 h. After that time another portion of MnO2 (900 mg,10.35 mmol) was added, followed by a third portion of MnO2 (900 mg, 10.35 mmol) after the same time interval. The reaction mixture was stirred under N2 atmosphere at room temperature for a total of 24 h. The mixture was filtered through a layer of celiteand washed with small amount of THF. The filtrate was evaporated under reduced pressure to produce the title compound as a brown oil (225 mg, 99%); 1H NMR (400 MHz, CDCl3) d 9.85 (d, J = 0.3 Hz,CHO), 7.01 (dd, J = 8.8, 2.9 Hz, ArH4), 6.96 (d, J = 2.9 Hz, ArH6),6.63 (d, J = 8.8 Hz, ArH3), 5.83 (s, 2H, NH2), 3.79 (s, 3H, OCH3),13C{1H} NMR (101 MHz, CDCl3) d 193.7, 150.9, 144.9, 124.8,118.6, 117.9, 116.9, 56.0. This compound is unstable at room temperature and must be kept in a vial filled with nitrogen gas at 20C; for this reason it was not fully characterised.

The synthetic route of 55414-72-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lizarme, Yuvixza; Wangsahardja, Jonatan; Marcolin, Gabriella M.; Morris, Jonathan C.; Jones, Nicole M.; Hunter, Luke; Bioorganic and Medicinal Chemistry; vol. 24; 7; (2016); p. 1480 – 1487;,
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Synthetic Route of 3068-00-6 , The common heterocyclic compound, 3068-00-6, name is 1,2,4-Butanetriol, 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.

A 100 mL RBF was charged with dilinolenyl ketone (Compound 55) (4.2 g, 8.2 mmol), 1,2,4-butanetriol (3.4 g, 32 mmol), PPTS (200 mg, 0.8 mmol) and a stir bar. The flask was flushed with nitrogen and anhydrous toluene (60 mL) added. The reaction vessel was fitted with a Dean Stark tube and condenser and brought to reflux and the reaction was left overnight. After cooling to room temperature, the reaction mixture diluted with toluene (50 mL), and washed with 5% aq. Na2CO3 (2 x 50 mL), water (50 mL), dried (MgSO4) and purified by chromatography to yield 3.0 g (4.9 mmol, 59%) of the ketal.

The synthetic route of 3068-00-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROTIVA BIOTHERAPEUTICS, INC.; HEYES, James; PALMER, Lorne; MASLOWSKI, Magdalena; MACLACHLAN, Ian; WO2011/106; (2011); A1;,
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