Tag: M.W=100-200

Application of 62285-58-9, 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 62285-58-9, name is (2,6-Dimethylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Step B: Preparation of Ethyl 3-(2,6-dimethylbenzyloxy)-4-methoxybenzoate: A solution of Ethyl 3-Hydroxy-4-methoxybenzoate (Step A. 9.10 g, 46.4 mmol) and diisopropyl azodicarboxylate (DIAD, 10.23 g, 50 mmol) in dry THF (20 ml) was added drop wise to a solution of 2,6-Dimethylbenzyl alcohol (6.94 g, 51 mmol) and triphenylphosphine (TPP, 13.27 g, 50 mmol) in dry THF (60 ml) at 0C under argon. The reaction mixture was warmed to room temperature for 4 hours or until all the starting material is consumed, diluted with ether and washed with water (2X). The organic layer was dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hex: ethyl acetate 2:1) to give the title compound.

According to the analysis of related databases, 62285-58-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wellstat Therapeutics Corporation; O’NEIL, James, Dennen; SHARMA, Shalini; ARUDCHANDRAN, Ramachandran; EP2282736; (2015); B1;,
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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.59854-12-5, name is tert-Butyl 4-hydroxybutanoate, molecular formula is C8H16O3, molecular weight is 160.2108, as common compound, the synthetic route is as follows.name: tert-Butyl 4-hydroxybutanoate

To a suspension of Boc-Pro-OH (9.7 g, 0.045 mol), 4-aminomethyl-N-methoxy-benzamidine (7.34 g, 0.041 mol; see step (ii) above) and dimethylaminopyridine (7.8 g, 0.064 mol) in 300 mL of acetonitrile was added EDC base (11.7 mL, 0.068 mol). The mixture was stirred for 18 h, concentrated and partitioned between water and EtOAc. The organic layer. was washed with water, aqueous sodium bicarbonate, dried (MgSO4) and evaporated. The crude product was flash chromatographed on silica gel with EtOAc. Yield: 9;73 g (63%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,59854-12-5, tert-Butyl 4-hydroxybutanoate, and friends who are interested can also refer to it.

Reference:
Patent; Inghardt, Tord; Johansson, Anders; Svensson, Arne; US2004/19033; (2004); A1;,
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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. 28539-02-8, name is 1-(Hydroxymethyl)benzotriazole, molecular formula is C7H7N3O, 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. Recommanded Product: 1-(Hydroxymethyl)benzotriazole

Triethylamine (30 muL), 1H-benzotriazole-1-methanol (48 mg), and sodium triacetoxyborohydride (91 mg) were added to a solution of 9-methyl-6-{6-[2-(piperidin-4-yl)ethoxy]-5-(trifluoromethyl)pyridin-3-yl}-9H-purine-2-carbonitrile monohydrochloride (100 mg) in THF (1.5 mL)-EtOH (1.5 mL), and the mixture was stirred at room temperature for 16 hours. After a saturated aqueous NaHCO3 solution and EtOAc were added to the reaction mixture, extraction thereof was performed using EtOAc, and the extract was washed with saturated brine. The organic layer was dried over MgSO4 and filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (CHCl3:MeOH = 100:0 to 80:20), whereby 9-methyl-6-{6-[2-(1-methylpiperidin-4-yl)ethoxy]-5-(trifluoromethyl)pyridin-3-yl}-9H-purine-2-carbonitrile (57 mg) was obtained as a solid

With the rapid development of chemical substances, we look forward to future research findings about 28539-02-8.

Reference:
Patent; Astellas Pharma Inc.; NAKAJIMA, Yutaka; IMADA, Sunao; TAKASUNA, Yuji; AOYAMA, Naohiro; NIGAWARA, Takahiro; SHIRAKAMI, Shohei; SHIRAI, Fumiyuki; SATO, Junji; NAKANISHI, Keita; KUBO, Kaori; EP2840083; (2015); A1;,
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Synthetic Route of 6971-51-3 , The common heterocyclic compound, 6971-51-3, name is (3-Methoxyphenyl)methanol, molecular formula is C8H10O2, 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.

Step (1) Preparation of 3-Methoxybenzyl Bromide To cooled (15 to 20 C.) hydrobromic acid (3.22 kg) (48%) is added 3-methoxybenzyl alcohol (1 kg) dropwise over a period of 1 hour. A slight exotherm results with pot temperature rising from 20 to 23 C. After the addition, the reaction mixture was stirred at 23 to 27 C. for four days. The product separated as an oil during this period. The reaction mixture was transferred to a separatory funnel, and the lower layer containing the product was separated. The aqueous phase was extracted with methylene chloride (750 mL). The methylene chloride extract was combined with the main product and washed with water (500 mL*3). The pH of the last wash was 6.5 to 7.0. The product was dried over anhydrous sodium sulfate (200 g), filtered and concentrated under reduced pressure (bath temperature 50 to 55 C.) to remove most of the solvent, then further concentrated at 40 to 45 C. under 5 mm Hg to constant weight to yield 1.30 kg (89% yield) of crude product. The presence of 5.5% of starting material in this product does not interfere with the subsequent alkylation reaction.

The synthetic route of 6971-51-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Home Products Corporation; US5001238; (1991); A;,
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Application of 321318-21-2, 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 321318-21-2, name is 1-(3,4-Difluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 1-(3,4-difluorophenyl)ethan-1-ol (2.0 g, 12.64 mmol) in dry DCM (100.0 mL), thionyl chloride (1.9 mL, 34.81 mmol, Spectrochem) was added slowly at 0 C. The reaction mixture was stirred at rt for 1 h. The completion of the reaction was monitored by TLC. The reaction mixture was concentrated and resulting crude product was taken as such for next step. Yield: 90% (2.0 g, colorless liquid). 1H NMR (400 MHz, DMSO-d6): delta 7.64-7.58 (m, 1H), 7.48-7.41 (m, 1H), 7.37-7.34 (m, 1H), 5.36 (q, J = 6.6 Hz, 1H), 1.78 (d, J = 6.6 Hz, 3H).

According to the analysis of related databases, 321318-21-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASCENEURON SA; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (243 pag.)WO2016/30443; (2016); A1;,
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Reference of 111-32-0, Adding some certain compound to certain chemical reactions, such as: 111-32-0, name is 4-Methoxybutan-1-ol,molecular formula is C5H12O2, 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 111-32-0.

Organic Compound A Organic compounds A which is to be added in the course of manufacturing magnetic microparticles, is prepared in the manner described below. A hydroxyl group of malic acid and that of tetramethyleneglycol monomethyl ether were reacted through hexamethylene diisocyanate to form tetramethyleneglycol monomethyl ether-modified malic acid (A-1). Similarly to the foregoing, hexamethyleneglycol monomethyl ether-modified malic acid (A-2) and decaethyleneglycol monomethyl ether-modified malic acid (A-3) were prepared. An amino group of asparagic acid and that of tetramethyleneglycol-monomethyl ether were reacted through hexamethylene diisocyanate to form tetramethyleneglycol monomethyl ether-modified asparagic acid (A-4). A hydroxyl group of malic acid was reacted with octanoic acid chloride to form octanoic acid-modified malic acid (A-5). An amino group of asparagic acid was reacted with stearic acid chloride to form stearic acid-modified asparagic acid (A-6). The thus prepared organic compound A is as follows: A-1: tetramethyleneglycol monomethyl ether-modified malic acid, A-2: hexamethyleneglycol monomethyl ether-modified malic acid, A-3: decaethyleneglycol monomethyl ether-modified malic acid, A-4: tetramethyleneglycol monomethyl ether-modified asparagic acid, A-5: octanoic acid-modified malic acid, A-6: stearic acid-modified asparagic acid.

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. 111-32-0, 4-Methoxybutan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Konica Minolta Medical & Graphic, Inc.; US2006/99145; (2006); A1;,
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Reference of 1211539-82-0, 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. 1211539-82-0, name is 2,2-Difluorobenzo[d][1,3]dioxol-5-ol, molecular formula is C7H4F2O3, 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.

To a solution of Example 29A (3.0 g, 17.23 mmol) in N,N-dimethylformamide (30 mL) at ambient temperature was added potassium carbonate (4.76 g, 34.5 mmol) and teri-butyl bromoacetate (2.91 mL, 19.82 mmol). This mixture was warmed to 65 C and was allowed to stir for 1.5 hours. The mixture was allowed to cool to ambient temperature and was then partitioned between ethyl acetate (50 mL) and 0 (50 mL). The layers were separated, and the aqueous layer was extracted with ethyl acetate (3 x 15 mL). The combined organic fractions were dried over anhydrous Na2SO/t, filtered, and concentrated under reduced pressure to give 5.5 g of teri-butyl 2-((2,2-difluorobenzo[(f][l,3]dioxol-5-yl)oxy)acetate, which was used without further purification. To a mixture of teri-butyl 2-((2,2-difluorobenzo[i ] [l,3]dioxol-5- yl)oxy)acetate (5.0 g, 17.35 mmol) in methanol (60 mL) and water (20.00 mL) was added NaOH (17.35 mL, 87 mmol, 5 M aqueous solution). This mixture was allowed to stir at ambient temperature for 2 hours, and then it was concentrated under reduced pressure. The residue was dissolved in water, and the pH was adjusted to ~1 with 1 N HC1. The resulting solid was collected by filtration to give the title compound (3.28 g, 14.13 mmol, 81% yield) as a white solid. JH NMR (400 MHz, DMSO-<) delta ppm 13.10 (s, 1H), 7.30 (d, / = 8.9 Hz, 1H), 7.13 (d, / = 2.6 Hz, 1H), 6.73 (dd, / = 8.9, 2.6 Hz, 1H), 4.69 (s, 2H). 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 1211539-82-0, 2,2-Difluorobenzo[d][1,3]dioxol-5-ol. Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; FROST, Jennifer, M.; PLIUSHCHEV, Marina, A.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; SWEIS, Ramzi, Farah; DART, Michael, J.; RANDOLPH, John, T.; MURAUSKI, Kathleen; (674 pag.)WO2019/90076; (2019); A1;,
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Synthetic Route of 2807-30-9, 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. 2807-30-9, name is 2-Propoxyethanol. A new synthetic method of this compound is introduced below.

A 500 ml, round-bottom flask equipped with a 10-tray Oldershaw column and decanting head, thermometer, and a connecting tube with stopcock was charged with 126 grams (1.0 mole) of 3-cyclohexene-1-carboxylic acid, 99 grams (0.95 mole) of 2-propoxyethanol, and 100 ml of toluene. The reaction mass was stirred and brought to reflux. Then 1.1 grams of titanium tetrabutoxide was added via the connecting tube. The temperature of the reaction mass was slowly increased to 200 C. and held at this temperature while removing water and solvent overhead. After a reaction time of 8 hours, the product was cooled and washed with 50 ml of dilute phosphoric acid (10 weight percent in water) and filtered to remove the titanium salts. The organic layer was separated from the water layer, and the organic layer was successively washed with 50 ml portions of a saturated sodium bicarbonate solution and with water. Distillation of the crude product under vacuum through a 12-cm Vigreux column gave 152 grams (75% yield) of 2-propoxyethyl 3-cyclohexenecarboxylate (b.p. 88-90 C. at 2.0 mm Hg) with a chromatographically analyzed purity exceeding 98%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2807-30-9, 2-Propoxyethanol, and friends who are interested can also refer to it.

Reference:
Patent; Union Carbide Chemicals & Plastics Technology Corporation; US5268489; (1993); A;,
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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. 13726-17-5, name is (4-Chloro-3-methoxyphenyl)methanol, the common compound, a new synthetic route is introduced below. HPLC of Formula: C8H9ClO2

D. Synthesis of 4-chloro-3-methoxybenzaldehyde To a solution of (4-chloro-3-methoxyphenyl)methan-1-ol (5.08 g, 29.4 mmol) in benzene (120 mL) was added MnO2 (5.65 g, 65 mmol). The reaction mixture was refluxed for 17 hr, chilled, and filtered through Celite, washing the cake with CH2Cl2 (300 mL). The filtrate was concentrated in vacuo to give 4-chloro-3-methoxybenzaldehyde (4.5 g, 89%).

The synthetic route of 13726-17-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Portola Pharmaceuticals, Inc.; US6906063; (2005); B2;,
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Application of 35364-79-5, 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.35364-79-5, name is 2-(3,4-Dichlorophenyl)ethanol, molecular formula is C8H8Cl2O, molecular weight is 191.06, as common compound, the synthetic route is as follows.

General procedure: General procedure: NaBH4 (15 mmol, 3 equiv) was added in portion to a solution of Intermediate 3 (5 mmol) in methanol (200 mL) in an ice bath. The resulting mixture was then warmed to room temperature and stirred for 1 hour. Most of the solvent was evaporated under reduced pressure. Saturated aqueous Na2CCb (50 mL) was added and then the mixture was extracted with EtOAc (3 x 50 mL). Purified from chromatographic column to give alcohol 6 (Scheme 4). The alcohol 6 (0.5 mmol) in DCM (10 mol) was put in ice bath. TEA (0.55 mmol, 1.1 equiv) was added, then methanesulfonyl chloride (0.55 mmol, 1.1 equiv) was added again. The mixture was stirred at 0 C for 2 hours. Removed the DCM and provided crude compound 7 without purification. To a solution of alcohol 4′ (0.5 mmol) and K2CO3 (1 mmol, 2 equiv) in DMF was added mesylate 7 (0.5 mmol). The mixture was stirred overnight at 60 C. Cooled to room temperature and added 50 mL of water. Extracted with EtOAc (2 x 50 mL), Combined the EtOAc layers and washed with brine. Dried (Na2S04), filtered, and concentrated in vacuo. Purified by silica gel chromatography and got the final product II.

Statistics shows that 35364-79-5 is playing an increasingly important role. we look forward to future research findings about 2-(3,4-Dichlorophenyl)ethanol.

Reference:
Patent; UNIVERSITY OF MARYLAND, BALTIMORE; WANG, Hongbing; XUE, Fengtian; LIANG, Dongdong; (178 pag.)WO2018/236856; (2018); A1;,
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