Category: alcohols-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 2043-47-2, 1H,1H,2H,2H-Nonafluoro-1-hexanol, 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, Quality Control of 1H,1H,2H,2H-Nonafluoro-1-hexanol, blongs to alcohols-buliding-blocks compound. Quality Control of 1H,1H,2H,2H-Nonafluoro-1-hexanol

Maleic anhydride (17.2 g, 176 mmol), lH,lH,2H,2H,-perfluorohexanol (93.1 g, 353 mmol), /?-toluenesulfonyl hydroxide (/?-TsOH) (3.4 g, 17.6 mmol) and toluene (50OmL) were heated to reflux for 8 h. An additional amount ofp- TsOH (3.4 g, 17.6 mmol) was added after 4 h of reflux. The solution was stirred overnight at room temperature. The solution was diluted with ethyl acetate (50OmL) and washed three times with brine (25OmL each). The combined extracts were washed with a further washing of ethyl acetate (30OmL). The combined organics were dried over anhydrous MgStheta4 and concentrated to yield a colorless oil (85.8 g, 80% yield, 98% purity). The structure of the product was confirmed by 1H NMR and LC/MS as di(lH,lH,2H,2H-perfluorohexyl) maleate.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2043-47-2, 1H,1H,2H,2H-Nonafluoro-1-hexanol, and friends who are interested can also refer to it.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; MURPHY, Peter, Michael; HEWAT, Tracy; WO2010/2623; (2010); A2;,
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Related Products of 6642-34-8 , The common heterocyclic compound, 6642-34-8, name is (6-Bromobenzo[d][1,3]dioxol-5-yl)methanol, molecular formula is C8H7BrO3, 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: In an oven dried round bottomed flask fitted with a rubber septum, were added alcohol 1 (100 mg, 0.31-0.53 mmol), alkyl acrylate (methyl, ethyl and tertiary butyl acrylate, or acrylo-nitrile) (1.55-2.67 mmol) and Cs2CO3 (0.62-1.07 mmol) followed by addition of toluene (2 mL) at room temperature under a nitrogen atmosphere. The stirred reaction mixture was heated in an oil bath at 50 C for 48 h. Progress of the Michael addition was monitored by TLC till the reaction is completed.GP-2 was followed to the alcohol 1f (100 mg, 0.43 mmol) with acrylonitrile (115 mg, 2.16 mmol) and Cs2CO3 (282 mg, 0.86 mmol) in toluene (2 mL) at room temperature under a nitrogen atmosphere. Then, the reaction mixture was heated in an oil bath at 50 C for 48 h.

The synthetic route of 6642-34-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gopi Krishna Reddy; Krishna; Satyanarayana; Tetrahedron Letters; vol. 53; 42; (2012); p. 5635 – 5640;,
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Related Products of 149104-89-2 ,Some common heterocyclic compound, 149104-89-2, molecular formula is C8H9BrO, 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.

Preparation of l-bromo-4-(bromomethyl)-2-methylbenzene [0164] To a solution of (4-bromo-3-methylphenyl)methanol (27.5 g, 136.8 mmol) in dichloromethane (250 mL) was added PPh3 (39.4 g, 150.5 mmol) and CBr4 (49.9 g, 150.5 mmol) and the mixture was stirred for 2 hrs at room temperature. Water was added. The organic layer was separated, dried over anhydrous sodium sulfate and concentrated. The crude product was purified by chromatography to give l-bromo-4- (bromomethyl)-2-methylbenzene (34 g, 94percent). 1H NMR (400 MHz, CDC13) delta 7.94- 7.92 (d, 1H), 7.70 (s, 1H), 7.53-7.51 (d, 1H), 4.86 (s, 2H), 2.83 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,149104-89-2, its application will become more common.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; PLATTNER, Jacob J.; WO2015/42532; (2015); A1;,
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Related Products of 62285-58-9 ,Some common heterocyclic compound, 62285-58-9, molecular formula is C9H12O, 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 B: Preparation of 3-(2,6-Dimethylbenzyloxy)acetophenone To a stirred solution of 3?-Hydroxyacetophenone (8.07 g, 59.24 mmol) and Triphenylphosphine (16.93 g, 64.5 mmol) in dry THF (180 ml) was added dropwise 2,6-Dimethylbenzyl alcohol (8.05 g, 59.24 mmol) and diethyl azodicarboxylate (11.24 g, 64.57 mmol) in dry THF (45 ml) and dry DMF (18 ml) at ambient temperature. After stifling for 1.5 hours at ambient temperature, the reaction mixture was diluted with ether and washed twice with water, 1N NaOH and brine, dried over Na2SO4, filtered and concentrated. The purification was done by flash chromatography on silica gel column (hex: ethyl acetate, 2:1) to provide the title compound. 1H NMR (270 MHz, CDCl3): 2.4 (s, 6H); 2.6 (s, 3H); 5.1 (s, 2H); 7.1 (dd, 2H); 7.2 (m, 2H); 7.4 (t, 1H); 7.6 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62285-58-9, its application will become more common.

Reference:
Patent; Wellstat Therapeutics Corporation; Sharma, Shalini; (66 pag.)US9133073; (2015); B2;,
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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 764-48-7, name is Ethylene Glycol Vinyl Ether. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 764-48-7

General procedure: A dry and argon-flushed 10 mL Schlenk tube, equipped with a stirring bar and septum, wascharged with 2-(vinyloxy)ethanol (5, 132 mg, 1.50 mmol, 1.50 equiv) in Et2O (1.5 mL). Then,iPrMgBr (1.55 mmol, 1.55 equiv) was added dropwise at 25 C. After 5 min of stirring,Sc(OTf)3 (49.2 mg, 0.10 mmol, 0.10 equiv) and aldehyde 6 (1.00 mmol, 1.00 equiv) weresuccessively added and the reaction mixture was stirred at 40 C for the given time. After afull conversion was detected by GC-analysis, sat. aq. NH4Cl (15 mL) was added and theaqueous layer was extracted with EtOAc (3 x 15 mL). The combined organic layers weredried over Na2SO4, filtered and solvent was removed under reduced pressure. Purification viacolumn chromatography (SiO2) afforded expected products 4.

With the rapid development of chemical substances, we look forward to future research findings about 764-48-7.

Reference:
Article; Quinio, Pauline; Kohout, Laura; Roman, Daniela Sustac; Gaar, Jakob; Karaghiosoff, Konstantin; Knochel, Paul; Synlett; vol. 27; 11; (2016); p. 1715 – 1719;,
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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 30379-58-9, name is Benzyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C9H10O3

Benzyl 2-hydroxyacetate (1246 mg), sodium sulfate (213 mg), and acetonitrile (16 mL) were placed in a 100 ml two-necked flask fitted with a magnetic stirrer, a dropping funnel and arefluxing condenser. 2,2-difluoro-2-(fluorosulfonyl)acetic acid (3.10 mL) was then added with stirring at 45C. After addition, the mixture was further stirred for 2 hours at this temperature. The reaction mixture was poured into 10% aqueous sodium carbonate solution (50 mL) and was extracted with EtOAc (2×50 mL). The combined extracts were washed with water (50 mL) and brine (50 mL), dried over sodium sulfate, and concentrated. The residue was purified by columnchromatography (silica gel, petroleum ether/EtOAc = 4:1) to afford the title compound (301 mg) as colorless oil. ?H NMR (500 MHz, CDC13): 7.41-7.33 (m, 5H), 6.36 (t, J= 73.2 Hz, 1H), 5.23 (s, 2H), 4.46 (s, 2H). ?9F NMR (376 MHz, CDC13): -86.0, -86.2. MS (El): C10H10F203 requires 216; found 216 [Mf.

With the rapid development of chemical substances, we look forward to future research findings about 30379-58-9.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DENG, Jing; LEI, Hui; MA, Xin; LIN, Xichen; WO2015/180612; (2015); A1;,
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Reference of 112513-79-8, 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.112513-79-8, name is 6,7-Dihydro-5H-pyrrolo[1,2-a]imidazol-7-ol, molecular formula is C6H8N2O, molecular weight is 124.1405, as common compound, the synthetic route is as follows.

To a mixture of 6,7-dihydro-5H- pyrrolofl,2-a]imidazol-7-ol (1 g, 8.06 mmol) and 3-methyl-4-nitro-lH-pyrazole (1.13 g, 8.87 mmol) in THF (20 mL) was added PPh3 (3.17 g, 12.09 mmol) and then D1AD (2.44 g, 12.09 mmol, 2.4mL) dropwise at 0 C over a period of 30 min under N2. The mixture was warmed to 20 C and stirred for 12 h, then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (gradient PE:EtOAc from 10: 1 to 0: 1) to give the mixture of 7-(3-methyl-4-nitro-pyrazol-l-yl)-6,7-dihydro-5H-pyrrolo[l,2-a]imidazole and 7-(5-methyl- 4-nitro-lH-pyrazol-l -yl)-6,7-dihydro-5H-pyrrolo[l,2-a]imidazole as a white solid. LCMS: RT 0.112 min, m/z —— 234.1 [M + H .] To a solution of 7-(3- methyl-4-nitro-pyrazol-l-yl)-6,7-dihydro-5H-pyrrolo| l,2-a|imidazole and 7-(5-methyl-4-nitro-lH- pyrazol-l-yl)-6,7-dih}’dro-5H-pyrrolo[ l,2-a]imidazole (650 mg, 2.79 mmol) in MeOH (20 mL) was added Pd-C (10%, 0.3 g) under N2. The suspension was degassed under vacuum and purged with H2 several times. The mixture was stirred under H2 (15 psi) at 20 C for 4 h, then filteredand concentrated under reduced pressure, to give the mixture of l-(6,7-dihydro-5H-pyrrolo|T,2- a]imidazol-7-yl)-3-methyl-pyrazol-4-amine and l-(6,7-dihydro-5H-pyrrolo[ l,2-a]imidazol-7-yl)-5- methyl-lH-pyrazol-4-amine as a light yellow solid. LCMS: RT 0.62-0.878 min, m/z = 204.2 [M+H]~.

Statistics shows that 112513-79-8 is playing an increasingly important role. we look forward to future research findings about 6,7-Dihydro-5H-pyrrolo[1,2-a]imidazol-7-ol.

Reference:
Patent; DENALI THERAPEUTICS INC.; ESTRADA, Anthony A.; FENG, Jianwen A.; LYSSIKATOS, Joseph P.; SWEENEY, Zachary K.; DE VICENTE FIDALGO, Javier; (271 pag.)WO2017/87905; (2017); A1;,
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Electric Literature of 3068-00-6, 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. 3068-00-6, name is 1,2,4-Butanetriol, molecular formula is C4H10O3, 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.

General procedure: To a solution of CoCl2 (0.6 mmol) in anhyd MeCN (4 mL), the selecteddialkyl acetal (1 mmol), TMSCl (1.1 mmol), and butane-1,2,4-triol (3 mmol) were added, with stirring, at r.t. At the end ofthe reaction, the mixture was extracted with EtOAc and the combinedextracts were washed with 5% NaHCO3. The organic layerwas dried (anhyd Na2SO4) and filtered, and the solvent was evaporatedunder vacuum. The oils obtained were purified by flash chromatographyto give the desired compounds.

According to the analysis of related databases, 3068-00-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Battisti, Umberto Maria; Sorbi, Claudia; Franchini, Silvia; Tait, Annalisa; Brasili, Livio; Synthesis; vol. 46; 7; (2014); p. 943 – 946;,
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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 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: (2-Amino-4-chlorophenyl)methanol

(2-amino-4-chlorophenyl) methanol (6. 6g, 0. 04mol), 1-(3, 5-dimethylphenyl) ethanone(10. 0g, 0. 068mol), RuCl 2 (PPh 3) 3 (0. 1g), and 2. 4g of a KOH, 100 ml of toluene and 10 is made to circulate at a time. By using a dien-stark trap, the collected water from the reaction. After cooling to room temperature, the reaction, the mixture is filtered through a silica gel plug. The product, further purified by using column chromatography eluent ethyl acetate Phenylbicyclohexane 2%. After the column, 9g of the product is obtained. Furthermore, this product is recrystallized from isopropanol. 5g of the desired product is obtained.

With the rapid development of chemical substances, we look forward to future research findings about 37585-16-3.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; ALLEYNE, BERT; KWONG, RAYMOND; YEAGER, WALTER; XIA, CHUANJUN; (72 pag.)JP2015/212297; (2015); A;,
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Adding a certain compound to certain chemical reactions, such as: 6850-39-1, 3-Aminocyclohexanol, 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, name: 3-Aminocyclohexanol, blongs to alcohols-buliding-blocks compound. name: 3-Aminocyclohexanol

To a solution of 4-chloropyrrolo[l,2-b]pyridazine-3-carbonitrile (15g) (0.15 g, 0.84 mmol) in DMF (2.5 mL) was added at room temperature 3-aminocyclohexanol (5In) (194 mgs, 1.68 mmol), DIPEA (0.87 mL, 5 mmol) and stirred at room temperature overnight. The reaction was quenched with water (10 mL) and extracted with ethyl acetate (10 mL). The aqueous layer was separated and extracted with ethyl acetate (2 x 10 mL). The organic layers were combined washed with water (2 x 10 ml), brine (10 mL), dried, filtered and concentrated in vacuum. The residue obtained was purified by flash column chromatography (silica gel 12g, eluting with 0- 100% ethyl acetate in hexanes) to furnish 4-(3-hydroxycyclohexylamino)pyrrolo[l,2- b]pyridazine-3-carbonitrile (51o) (0.105 g, 46 %) as a white solid: 1H NMR (300 MHz, DMSO) delta 7.90 (s, IH), 7.78 (d, J= 8.5 Hz, IH), 7.69 (dd, J= 2.6, 1.6 Hz, IH), 7.12 (dd, J= 4.4, 1.6 Hz, IH), 6.68 (dd, J= 4.4, 2.7 Hz, IH), 4.88 (d, J= 4.3 Hz, IH), 4.25 (m, IH), 3.54 (m, IH), 2.17 (m, IH), 1.92 (m,lH), 1.76 (d, J= 13.3 Hz, 2H), 1.54 – 1.24 (m, 3H), 1.16 (dd, J= 14.6, 10.6 Hz, IH). MS (ES+) 536.3 (2M+Na), MS (ES-) 291.0 (M+Cl).

The synthetic route of 6850-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda S.; KOTIAN, Pravin L.; KUMAR, V. Satish; WU, Minwan; LIN, Tsu-Hsing; WO2011/14817; (2011); A1;,
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