Month: August 2021

Reference of 480449-99-8, 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. 480449-99-8, name is Benzyl 3-hydroxycyclobutanecarboxylate. A new synthetic method of this compound is introduced below.

REFERENTIAL EXAMPLE 153 Benzyl 3-methoxycyclobutanecarboxylate: Methyl iodide (194 mul) and silver oxide (237 mg) were added to a solution of the compound (317 mg) obtained in Referential Example 151 in N,N-dimethylformamide (3.0 ml), and the mixture was stirred at 45 C. for 1 hour. Methyl iodide (194 mul) and silver oxide (226 mg) were additionally added to the reaction mixture, and the mixture was stirred at 45 C. for 16 hours. After the catalyst was removed by filtration, the filtrate was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (ethyl acetate_hexane=1:10) to obtain the title compound (152 mg). 1H-NMR (CDCl3) delta: 2.14-2.24(2H,m), 2.44-2.54(2H,m), 2.59-2.72(1H,m), 3.21(3H,s), 3.73-3.81(1H,m), 5.11(2H,s), 7.22-7.39(5H,m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,480449-99-8, its application will become more common.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; US2005/20645; (2005); A1;,
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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

The crude product (2 g, 9.50 mmol) in 200 mL single neck flask, adding 1 n naoh (100ml) the concentrated solution immediately turned yellow, and the solution was placed in an oil bath and heated to reflux for 2 h, and after the reaction, cooling to room temperature, with concentrated sulfuric acid to adjust the pH to 2 -3, and the resulting solution with ethyl acetate (30 ml × 4) the extraction, combining the organic phase with saturated saline (20 ml × 2, washed, dried over anhydrous sodium sulfate, filtered Solvent, the filtrate is evaporated under reduced pressure to obtain gray-brown columnar crystalline 1.3 g, the crude yield 71.2% of the crude product (1 g, 5.20 mmol) suspended in 10 mL of methanol and added dropwise 0 5 Ml of concentrated sulfuric acid, after dropping, heating under reflux to react for about 4 h, after the reaction, the methanol was removed under reduced pressure, the residual liquid is poured into 30 ml of water, in ethyl acetate (20 ml × 3) extraction, combining the organic phase with saturated sodium bicarbonate solution (15 mL × 2) washing, saturated brine (15 mL × 2, washed, dried over anhydrous sodium sulfate, filtered, the filtrate is decompressed and evaporated to obtain an yellow-brown oil, column chromatography (petroleum ether/ethyl acetate, 80: 20 Purification, v/v) to obtain light yellow solid 0.75 g, 70% yield

At the same time, in my other blogs, there are other synthetic methods of this type of compound,25392-41-0, 4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one, and friends who are interested can also refer to it.

Reference:
Patent; ChinaPharmaceutical University; Huang, Wenlong; QIAN, Hai; Li, Zheng; YANG, Jianyong; Su, Xin; Pan, MiaoBo; (22 pag.)CN105566267; (2016); A;,
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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;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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;,
Alcohol – Wikipedia,
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Synthetic Route of 96-35-5, 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 96-35-5, name is Methyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows.

To a suspension of KOtBu (996.6 mg, 8.881 mmol) in THF (640.4 mg, 8.881 mmol) cooled to 0 C was added dropwise methyl 2-hydroxyacetate (675.7 mu, 8.881 mmol) and stirred for 10 minutes. The acrylonitrile (589.1 mu, 8.881 mmol) was then added and the reaction stirred at ambient temperature. After 3 hours, the reaction was diluted with H20 (50 mL), then extracted with Et20 (25 mL) to remove any starting ester. The basic aqueous phase was acidified with 2M HC1 (5 mL), then extracted with Et20 (2 x 50 mL). The combined organic phases were dried with MgS04, filtered, and concentrated to afford a light brown oil (446 mg, 45.2% yield). 1H NMR (CDC13) delta 4.63 (t, 1H), 4.24 (t, 1H), 4.14 (d, 1H), 4.02 (d, 1H), 3.57 (t, 1H).

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 96-35-5, Methyl 2-hydroxyacetate.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BLAKE, James F.; BRANDHUBER, Barbara J.; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; XU, Rui; WINSKI, Shannon L.; WO2014/78328; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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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Application of 2566-44-1, 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. 2566-44-1, name is 2-Cyclopropylethanol, molecular formula is C5H10O, 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.

The head space above a mixture of di-tert-butyl [(lr,4r)-6′-bromo-4-methoxy-5″-methyl-3’H- dispiro[cyclohexane-l,2′-indene-l’,2″-imidazol]-4″-yl]imidodicarbonate (Intermediate 9, 210 mg, 0.36 mmol), di-tert-butyl(2′,4′,6′-triisopropyl-3-methoxy-6-methylbiphenyl-2-yl)phosphine (10 mg, 0.02 mmol), allylpalladium chloride dimer (2.7 mg, 7.3 muiotaetaomicron), cesium carbonate (178 mg, 0.55 mmol) and 2-cyclopropylethanol (63 mg, 0.73 mmol) was evacuated and refilled with argon. Toluene (1.3 mL) was added and the mixture was heated at 90 C for 3 days. After another two days at r.t. the reaction mixture was filtered through a syringe filter. The filter was washed with 7 M ammonia in methanol (1.56 mL, 10.9 mmol). More 7 M ammonia in methanol (1.56 mL, 10.9 mmol) was added and the resulting solution was heated at 85 C for 24 h. After cooling to r.t. the mixture was concentrated. The residue was partitioned between EtOAc and 2 M aq. citric acid. The phases were separated and the organic layer was extracted twice with 2 M aq. citric acid. The organic layer was discarded. The aqueous citric acid phases were basified with NaOH (50% aq.) and extracted twice with EtOAc. The organic phase was treated with active charcoal, dried (Na2S0 ), filtered through diatomaceous earth and concentrated. Purification by flash silica gel chromatography, using a gradient of CHC^/MeOH (20: 1-15: 1-10: 1) gave the title compound (56 mg, 40% yield). 1H NMR (500 MHz, DMSO- ) delta ppm 0.02 – 0.12 (m, 2 H), 0.34 – 0.45 (m, 2 H), 0.72 – 0.84 (m, 1 H), 0.90 (td, 1 H), 1.07 – 1.27 (m, 2 H), 1.35 – 1.48 (m, 3 H), 1.53 (q, 2 H), 1.80 (d, 2 H), 2.15 (s, 3 H), 2.81 – 2.88 (m, 1 H), 2.88 – 2.98 (m, 2 H), 3.18 (s, 3 H), 3.80 – 3.91 (m, 2 H), 6.06 (d, 1 H), 6.50 (s, 2 H), 6.71 (dd, 1 H), 7.15 (d, 1 H); MS (ES+) m/z 382.1 [M+H]+.

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 2566-44-1, 2-Cyclopropylethanol.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; KARLSTROeM, Sofia; SOeDERMAN, Peter; SWAHN, Britt-Marie; Laszlo, Rakos; OeHBERG, Liselotte; WO2013/190301; (2013); A1;,
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Electric Literature of 2919-23-5, 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 2919-23-5, name is Cyclobutanol. This compound has unique chemical properties. The synthetic route is as follows.

[CAS Reg. No. 1822782-90-0] DIAD (1.22 mL, 6.20 mmol) was added to a mixture of isoquinolin-6-ol (600 mg, 4.13 mmol), cyclobutanol (0.324 mL, 4.13 mmol) and PPh3 (1.63 g, 6.20 mmol) in anhyd THF (5 mL) at r.t. for 16 h. Additional PPh3 (1.63 g, 6.20 mmol) and DIAD (1.22 mL, 6.20 mmol) were added and the suspension was stirred at r.t. for a further 5 h. The mixture was loaded onto an SCX column; the column was first eluted with MeOH to remove by-products, then with 7 N ammonia in MeOH. Fractions containing the desired product were evaporated onto silica gel. The crude product was purified by flash silica gel chromatography (eluent: gradient 0 to 10% MeOH in CH2Cl2). Fractions containing the desired product were combined and evaporated to dryness to afford the title compound 29 (800 mg, 97%) as a yellow oil. MS (ES+): m/z = 200 [M + H]+.

According to the analysis of related databases, 2919-23-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Pearson, Stuart E.; Fillery, Shaun M.; Goldberg, Kristin; Demeritt, Julie E.; Eden, Jonathan; Finlayson, Jonathan; Patel, Anil; Synthesis; vol. 50; 24; (2018); p. 4963 – 4981;,
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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;,
Alcohol – Wikipedia,
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