Tag: M.W=100-200

Synthetic Route of 4704-94-3, 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 4704-94-3 as follows.

(10a) 1,5,9-trioxaspiro[5.5]undec-3-ylmethanol A mixture of 2-(hydroxymethyl)-1,3-propanediol (3.3 g, 31.1 mmol), tetrahydro-4H-pyran-4-one (3.12 g, 31.2 mmol), p-toluenesulfonic acid monohydrate (268 mg, 1.41 mmol) and benzene (68.3 ml) was refluxed in a round bottom flask equipped with a cooling tube and Dean-Stark for 6 hours. After cooled to room temperature, triethylamine (1 ml) was added to the reaction mixture and the mixture was concentrated. The residue was purified by silica gel column chromatography (silica gel: 200 g, elution solvent: heptane, heptane/ethyl acetate=1/1, 1/3) to obtain the title compound (3.80 g, yield: 64.9%) as a colorless oil. 1H NMR(400 MHz, DMSO-d6) deltappm; 1.67-1.82(5H, m), 3.35-3.42(2H, m), 3.49-3.57(4H, m), 3.65(2H, dd, J=7, 12 Hz), 3.86(2H, dd, J=4, 12 Hz), 4.56(1H, t, J=5 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4704-94-3, its application will become more common.

Reference:
Patent; Eisai Co., Ltd.; US2007/10542; (2007); A1;,
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Related Products of 27489-62-9 , The common heterocyclic compound, 27489-62-9, name is trans-4-Aminocyclohexanol, molecular formula is C6H13NO, 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: A solution of the desired intermediate 3a-l (0.07 mmol, 1 eq) in 1 mL DMSO was taken in a 5mL sealed reaction vessel, the corresponding amine (trans-4-aminocyclohexanol for 4a-k) (0.212 mmol, 3 eq) then diisopropylethylamine (DIPEA)(0.2l2 mmol, 3eq) was introduced. The reaction vessel was then sealed and heated to 140 C for 12 h, cooled and water (25 mL) was added. The aqueous layer was extracted with ethyl acetate (25 mL X 3), the organic fractions were combined and washed with brine (25mL) and dried over sodium sulfate. Purification with column chromatography (S1O2, 4:96 methanokDCM for 4a-k, 5a,5b,5e and 5: 1 :94 methanol :7M NH3 in methanokDCM for 5c,5d,5f,5g) resulted in the desired products which were further purified by preparative TLC to give the desired compounds 4a-k, 5a-g as light yellow solids. 8-(((lr,4r)-4-hydroxycyclohexyl)amino)-3-methyl-6-(3,6,6-trimethyl-4-oxo- 4,5,6,7-tetrahydro-lH-indazol-l-yl)isoquinolin-l(2H)-one (4a): 22 mg, Yield 70%; NMR (400 MHz, Chloroform -if) d 9.16 (d, J= 7.5 Hz, 1H), 9.05 (s, 1H), 6.51 – 6.40 (m, 2H), 6.09 (s, 1H), 3.74 – 3.59 (m, 2H), 3.31 (d, j= 24.2 Hz, 1H), 2.78 (s, 2H), 2.49 (s, 3H), 2.34 (s, 2H), 2.19 (s, 3H), 2.17 – 2.08 (m, 2H), 2.04 – 1.95 (m, 2H), 1.38 (q, 7= 11.1, 9.9 Hz, 4H), 1.04 (s, 6H). 13C NMR (101 MHz, CDCh) d 193.4, 185.3, 169.7, 165.5, 151.4, 150.0, 149.1, 143.5, 143.2, 142.1, 137.4, 107.3, 105.7, 104.8, 100.3, 69.7, 52.4, 50.2, 37.8, 35.8, 33.5, 29.9, 28.4 (2), 19.0, 13.4. HRMS (ESI) m/z [M+H] calculated for C26H33N4O3, 449.2553, found 449.2566.

The synthetic route of 27489-62-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF NOTRE DAME DU LAC; BLAGG, Brian; SANKET, Mishra; (0 pag.)WO2019/232223; (2019); A1;,
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Synthetic Route of 4541-15-5, Adding some certain compound to certain chemical reactions, such as: 4541-15-5, name is 5-(Benzyloxy)pentan-1-ol,molecular formula is C12H18O2, 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 4541-15-5.

00193] 5-Benzyloxy-pentanoic acid (29)[00194] Jones reagent was added dropwise to an ice cooled solution of 5-benzyloxy-pentan- 1 – ol 28 (5 g, 25.74 mmol) in acetone (170 ml). Addition of the Jones reagent was stopped when the acetone solution acquired a persistent yellow color with the concurrent formation of green chromium salts. The mixture was filtered and concentrated in vacuo to give an oily crude product that was purified by a flash chromatography (EtOAc / hexanes, 1 :3) to give compound 29 (4.98 g, 93%) as a colorless oil: TLC R/= 0.68 (silica gel, 50% EtOAc / hexanes); 1HNMR (400 MHz, CDCl3) delta 7.35-7.31 (m, 5H), 4.502 (s, 2H), 3.51-3.47 (t,3J= 6 Hz, 2H), 2.41-2.36 (t, 3J= 6.8 Hz, 2H), 1.79-1.64 (m, 4H); 13C NMR (75 MHz, CDCl3) 5179.713, 138.651, 128.609, 127.870, 127.795, 73.158, 69.968, 33.915, 29.243, 21.749; HRMS calcd for C12H16O3 + Na+ 231.0997; found 231.0992 [M + Na+].

According to the analysis of related databases, 4541-15-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF TOLEDO; WO2007/15929; (2007); A2;,
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Synthetic Route of 505-10-2, 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 505-10-2 as follows.

24 g of PBr3 are mixed at 0 C., with stirring, with 20 g of 3-(methylsulphanyl)-1-propanol. The medium is allowed to return to AT and then it is heated at 100 C. for 1 hour. It is allowed to cool to AT and then it is cooled in an ice bath. The medium is taken up in benzene and then is extracted with toluene. The extract is washed with a 1% Na2CO3 solution, with water and then with a saturated NaCl solution. It is dried over MgSO4 and concentrated, and then distillation is carried out to produce 3.6 g of the expected compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,505-10-2, its application will become more common.

Reference:
Patent; Barth, Francis; Congy, Christian; Guillaumont, Carole; Rinaldi, Murielle; Vasse, Fabienne; Vernhet, Claude; US2004/34090; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 5299-60-5, Ethyl 6-hydroxyhexanoate, 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, 5299-60-5, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C8H16O3

KBr (0.1 11 g, 0.936 mmol) in water (30 ml) was treated with sodium bicarbonate (4.72 g, 56.2 mmol). The solution was cooled (ice-bath) and treated with a solution of (2,2,6,6-tetramethyl piperidin-1-yl)oxidanyl (0.029 g, 0.187 mmol) in DCM (30 ml) followed by sodium hypochlorite (1.387 ml, 22.47 mmol) and ethyl 6-hydroxyhexaonate (3 g, 18.73 mmol). The reaction mixture was partitioned between EtOAc and water and the organic portion was separated, dried (MgS04) and concentrated under reduced pressure to afford the titled compound

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; NOVARTIS AG; CHARLTON, Steven John; LEBLANC, Catherine; MCKEOWN, Stephen Carl; WO2013/105063; (2013); 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. 597-31-9, name is 3-Hydroxy-2,2-dimethylpropanal, molecular formula is C5H10O2, 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 C5H10O2

Hydrogenation; The starting solution used was the mixture described above as the hydrogenation feed. Approx. 10% by weight, based on the hydrogenation feed, of a 15% aqueous solution of trimethylamine were added to the mixture. The feed thus obtained was conducted in trickle mode at H2 pressure 40 bar through the reactor heated to 120 C. The hourly space velocity was 0.4 kg of HPA (IcaL*h). A portion of the hydrogenation effluent was added again to the feed (circulation mode). The ratio of circulation to feed was 10:1. The pH of samples of the reactor effluent at room temperature was found to be 8.9.An aqueous solution comprising approx. 69% NPG, approx. 1.8% HPN, approx. 2% isobutanol, approx. 3.5% methanol, approx. 2% TMA, remainder water, was obtained after the hydrogenation.

With the rapid development of chemical substances, we look forward to future research findings about 597-31-9.

Reference:
Patent; Sirch, Tilman; Steiniger, Michael; Maas, Steffen; Rittinger, Stefan; Schlitter, Stephan; US2010/113836; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 623-50-7, Ethyl 2-hydroxyacetate, 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: Ethyl 2-hydroxyacetate, blongs to alcohols-buliding-blocks compound. name: Ethyl 2-hydroxyacetate

Synthesis of Intermediate A-1.A-1To a mixture of ethyl glycolate [623-50-7] (250.00 g, 2.40 mol), NaH (105.65 g, 2.64 mol), tetrabutylammonium iodide (TBAI) (88.70 g, 240.14 mmol) in anhydrous THF (2 L) was added benzyl bromide (451 .80 g, 2.64 mol) dropwise at 0C. The resulting mixture was stirred at 25C for 16 hours. The reaction mixture was quenched with saturated, aqueous ammonium chloride (1 L), and the aqueous layer was extracted with ethyl acetate (3 x 1 L). The combined organic layers were washed with brine (1 L), dried over magnesium sulfate, the solids were removed via filtration, and the solvents of the filtrate were concentrated under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 6: 1 ) to obtain intermediate A-1 (200 g).1H NMR (CDCIs 400MHz) delta ppm 7.37-7.27 (m, 5H); 4.62 (s, 2H), 4.24-4.19 (q, J = 6.8 Hz, 2H); 4.07 (s, 2H); 1.29-1 .25 (t, J = 6.8 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,623-50-7, Ethyl 2-hydroxyacetate, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN R&D IRELAND; MC GOWAN, David; RABOISSON, Pierre Jean-Marie Bernard; EMBRECHTS, Werner; JONCKERS, Tim, Hugo, Maria; LAST, Stefaan, Julien; PIETERS, Serge, Maria, Aloysius; VLACH, Jaromir; WO2012/136834; (2012); A1;,
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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. 1736-74-9, name is 4-(Trifluoromethoxy)benzyl alcohol. A new synthetic method of this compound is introduced below., SDS of cas: 1736-74-9

EXAMPLE 87 4-(trifluoromethoxy)benzyl 1H-indol-4-ylcarbamate [4-(Trifluoromethoxy)phenyl]methanol (0.13 g, 0.7 mmol) and the product of Example 80A (0.1 g, 0.63 mmol) in THF (5 mL) were heated at reflux for 16 hours with a catalytic amount of triethylamine. The reaction mixture was concentrated under reduced pressure and the residue was triturated with diethyl ether/hexane to provide the title compound as tan crystals (0.12 g). 1H NMR (300 MHz, DMSO-d6) delta 5.21 (s, 2H), 6.73 (s, 1H), 7.0 (t, 1H), 7.1 (d, 1H), 7.23 (t, 1H), 7.38 (dd, 1H), 7.4 (d, 2H), 7.6 (d, 2H), 9.5 (s, 1H), 11.06 (s, 1H).). Anal. Calcd. for C17H13N2F3O3.0.25H2O: C, 57.55; H, 3.84; N, 7.90. Found: C, 57.42; H, 3.81; N, 7.32.

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, 1736-74-9, 4-(Trifluoromethoxy)benzyl alcohol.

Reference:
Patent; Lee, Chih-Hung; Bayburt, Erol K.; DiDomenico JR., Stanley; Drizin, Irene; Gomtsyan, Arthur R.; Koenig, John R.; Perner, Richard J.; Schmidt JR., Robert G.; Turner, Sean C.; White, Tammie K.; Zheng, Guo Zhu; US2004/157849; (2004); 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. 53072-18-7, name is (2,3,4,5-Tetrafluorophenyl)methanol, the common compound, a new synthetic route is introduced below. Recommanded Product: 53072-18-7

To a solution of 1,1′-carbonyldiimidazole (1.72 g, 10.6 mmol) in MeCN (50 mL) was added 1,2,3,4-tetrafluorobenzyl alcohol (1.74 g, 9.68 mmol). The resulting mixture was stirred at room temperature for 3 h. Hydroxylamine hydrochloride (2.70 g, 39.7 mmol) was then added followed by imidazole (1.98 g, 29.0 mmol) and the resulting mixture was stirred for 16 h. The suspension was concentrated under reduced pressure. The white residue was dissolved in a 1:1 mixture of ethyl acetate and HClaq 10% (50 mL). The layers were separated and the aqueous layer was extracted with ethyl acetate (2×50 mL). The combined organic layers were washed with brine (50 mL) and dried over MgSO4. The solvent was removed under reduced pressure and the resulting N-hydroxycarbamate used without further purification. To a solution of N-hydroxycarbamate (2.28 g, 9.55 mmol) in ether (90 mL) at 0 C was added tosyl chloride (1.91 g, 10.0 mmol). Triethylamine (1.39 mL, 10.0 mmol) was then slowly added to the solution. The resulting white suspension was stirred at room temperature for 2 h. Water (25 mL) was added to the solution and the two layers were separated. The aqueous layer was washed with ether (2×20 mL). The combined organic layers were washed with brine (20 mL), dried over MgSO4, and the solvent was removed under reduced. The desired N-tosyloxycarbamate 1b (2.78 g, 72% yield) was obtained as a white solid after flash chromatography (20% EtOAc/hexanes).

The synthetic route of 53072-18-7 has been constantly updated, and we look forward to future research findings.

Reference:
Conference Paper; Lebel, Helne; Parmentier, Michael; Leogane, Olivier; Ross, Karen; Spitz, Cedric; Tetrahedron; vol. 68; 17; (2012); p. 3396 – 3409;,
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Adding a certain compound to certain chemical reactions, such as: 29683-23-6, Tetrahydro-2H-thiopyran-4-ol, 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

Example 288: 4-[[(4-Chlorophenyl)sulfonyl](2,5-difluorophenyl)methyl]tetrahydrothiopyran The 2-[(4-chlorophenyl)sulfonylmethyl]-1,4-difluorobenzene (500 mg, 1.65 mmol) obtained in Example 5 and tetrahydrothiopyran-4-ol (400 mg, 3.38 mmol) were dissolved in toluene (20 ml), followed by the addition of cyanomethylenetri-n-butylphosphorane (800 mg, 3.31 mmol).. Under an argon atmosphere, the resulting mixture was heated under reflux for 14 hours.. After the reaction mixture was allowed to cool down, cyanomethylenetri-n-butylphosphorane (400 mg, 1.66 mmol) was added.. Under an argon atmosphere, the resulting mixture was heated under reflux for 14 hours.. The reaction mixture was then allowed to cool down.. The residue obtained by concentrating the reaction mixture under reduced pressure was subjected to flash silica gel chromatography, and the fraction obtained from the hexane:ethyl acetate=15:1 elude was concentrated under reduced pressure to give a white solid.. The white solid was washed with a hexane/diisopropyl ether mixture, whereby the title compound (404 mg, 1.00 mmol, 61%) was obtained as a white powder.1H-NMR (400 MHz, CDCl3) delta: 1.47(1H,ddd,J=23.4,10.0,3.3Hz), 1.68(1H,ddd,J=25.0,11.4,3.3Hz), 2.13(1H,dm,J=11.4Hz), 2.50-2.78(5H,m), 2.82(1H,td,J=12.8,2.6Hz), 4.47(1H,d,J=7.3Hz), 6.72-6.82(1H,m), 6.90-7.40(1H,m), 7.31(2H,d,J=8.8Hz), 7.40-7.60(1H,m), 7.49(2H,d,J=8.8Hz). IR (ATR) cm-1: 2939, 2887, 1576, 1493, 1425, 1317, 1281, 1240, 1142, 1084, 1012, 866, 831, 781, 750, 731, 710, 631, 615, 548, 467. mp: 150-152C. MS m/z: 403 (M++H).Anal. Calcd for C18H17ClF2O2S2: C, 53.66; H, 4.25; Cl, 8.80; F, 9.43; S, 15.92. Found: C, 53.52; H, 4.21; Cl, 9.00; F, 9.54; S, 15.88.

The synthetic route of 29683-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1466898; (2004); A1;,
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