Category: alcohols-buliding-blocks

Electric Literature of 1562-00-1, 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. 1562-00-1, name is Sodium isethionate. A new synthetic method of this compound is introduced below.

An electrically-heated, mechanically stirred 1 liter autoclave was fitted with an vent valve connected in turn to a condenser and receiver assembly, a bottom valve, a thermowell, a pressure gauge, an inlet line for feeding of reagents, and a pressure-relief valve. The receiver was placed on a balance to facilitate continuous determination of the amount of distillate collected in the receiver. The amine starting material, aqueous sodium 2-hydroxyethanesulfonate, and aqueous 50 percent sodium hydroxide were charged to the autoclave. With the isolation valve open, the reaction mixture was rapidly heated with stirring until condensate was detected in the condenser/receiver. The mixture was further heated with continuous removal of water until the targeted amount of distillate had been removed. An analysis of the collected aqueous distillate was performed by UV spectroscopy to determine the amount of amine which co-distilled with the water. The isolation valve was then closed and the reaction mixture further heated to a target temperature in the range of 140-200 C. for 2-17 hours as specified in Examples 1-8. The reaction mixture was then cooled until the pressure dropped to 0 psig (ca. 110 C.) whereupon dilution water was added to dilute the concentrated reaction product. The resulting solution was then cooled to room temperature and drained from the reactor. Analysis of the product mixture was then performed by various chromatographic and spectroscopic procedures as indicated in the specific examples.; Procedure C A magnetically-stirred 70-mL fluoropolymer-lined steel autoclave was fitted with an internal thermocouple capable of determining the temperature of the liquid phase contained in the vessel, a pressure gauge, a pressure-relief valve, and a vent valve. The amine starting material, anhydrous or aqueous sodium 2-hydroxyethanesulfonate, and anhydrous or aqueous sodium hydroxide were charged to the open autoclave, which was then assembled and immersed in an electrically heated oil bath. With the vent valve closed, the stirred reaction mixture was rapidly heated to the reaction temperature and held at that temperature for the times specified in Examples 9, 10, and 13 below. The reaction mixture was then cooled to ambient temperature, the reactor opened, and the reaction product taken up in sufficient water to dissolve all solids.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1562-00-1, its application will become more common.

Reference:
Patent; Carroll, Glenn T.; Smith, Gary S.; Stringer, Gary E.; US2006/89509; (2006); A1;,
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Synthetic Route of 16308-92-2, 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.16308-92-2, name is (2,4-Dimethylphenyl)methanol, molecular formula is C9H12O, molecular weight is 136.19, as common compound, the synthetic route is as follows.

General procedure: General procedure for the one-pot tandem oxidation-Wittig reaction To a flask containing BaMnO4 (1.2 mmol, 300 mg)and the alcohol (1 mmol) in CH3CN (5 mL) were added PPh3(1.2 mmol, 315 mg) and ethyl bromoacetate (1.2 mmol, 0.13 mL) and the mixturewas stirred at 80 C for 24 h. Then the obtained mixture was filtered and theresulting solution was subjected to column chromatography using n-hexane/ethylacetate to isolate the pure products in 78-93% isolated yields with highstereoselectivity.

Statistics shows that 16308-92-2 is playing an increasingly important role. we look forward to future research findings about (2,4-Dimethylphenyl)methanol.

Reference:
Article; Gholinejad, Mohammad; Firouzabadi, Habib; Bahrami, Maedeh; Najera, Carmen; Tetrahedron Letters; vol. 57; 33; (2016); p. 3773 – 3775;,
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Related Products of 150192-39-5, 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. 150192-39-5, name is (2-Bromo-5-methoxyphenyl)methanol, molecular formula is C8H9BrO2, 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.

Example 2; 2- [(2-Bromo-5-methoxybenzyl) oxy]-7-methoxynaphthalene [0045]; To a solution of 7-methoxy-2-naphthol (26.92 g, 0.15 moles), 2-bromo- 5-methoxybenzyl alcohol (33.58 g, 0.15 moles), and triphenylphosphine (39.3 g, 0.15 moles) in anhydrous THF (500 mls) was added a solution of DEAD (26.10 g, 0.15 moles) in THE (100 mL) dropwise over 0.5 hr. The solution was stirred at room temperature overnight and, upon evaporation of half the volume, the product precipitated in good purity. The solid was filtered and rinsed with THF, then dried to yield 32.96 g (59%) of a white solid: mp 156-157 C ; 1H NMR (DMSO-d6): 6 3.77 (3H, s), 3.86 (3H, s), 5.18 (2H, s), 6.92 (1H, dd, J=3. 2 Hz, J=8. 7 Hz), 7.00 (1H, dd, J=2. 4 Hz, J=8. 7 Hz), 7.09 (1H, dd, J=2. 4 Hz, J=8. 9 Hz), 7.22 (1H, d, J=3. 2 Hz), 7.25 (1H, d, J=2. 4 Hz), 7.35 (1H, d, J=2. 4 Hz), 7.59 (1H, d, J=8. 7 Hz), 7.74 (1H, d, J=8. 7 Hz), 7.76 (1H, d, J=8. 7 Hz); MS mlz 373/375 ( [M+H] +). Anal. for ClsHl7BrO3 : Calc’d: C: 61.14 ; H: 4.59 Found: C: 61.29 ; H: 4.21

According to the analysis of related databases, 150192-39-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WYETH; WO2005/82880; (2005); A1;,
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Reference of 4442-79-9, 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 4442-79-9 as follows.

General procedure: To a solution of Ph3P(OAc)2, was added 3-phenylpropanol (1 mmol, 0.137 mL). The progress of the reaction was monitored by TLC (Table 3, entry 2). After completion of the reaction (0.3 h) the reaction mixture was filtered to remove the precipitated NH4Br followed by evaporation of the solvent. Column chromatography of the crude mixture on silica gel using n-hexane/EtOAc (3:1) as the eluent gave 3-phenylpropyl acetate in 90% yield (0.159 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4442-79-9, its application will become more common.

Reference:
Article; Iranpoor, Nasser; Firouzabadi, Habib; Elham, Etemadi Davan; Tetrahedron Letters; vol. 54; 14; (2013); p. 1813 – 1816;,
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Synthetic Route of 37585-16-3, 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.37585-16-3, name is (2-Amino-4-chlorophenyl)methanol, molecular formula is C7H8ClNO, molecular weight is 157.6, as common compound, the synthetic route is as follows.

In a 2L 3-neck round bottom flask, the stirred solution of (2-amino-4-chlorophenyl)methanol 2 (32 g, 203.82 mmol) in DCM (765 mL), manganese(IV) oxide (150 g, 1.724 mol) was added at rt. The resulting reaction mixture was stirred at rt under argon atmosphere for 40 h. On completion of reaction the reaction mixture was filtered through CELITE pad and solid residue was washed thoroughly with DCM (1000 mL). The combined filtrate was concentrated under reduced pressure to give 2-amino-4-chlorobenzaldehyde as orange solid. Yield: 24g (76.2 %).

Statistics shows that 37585-16-3 is playing an increasingly important role. we look forward to future research findings about (2-Amino-4-chlorophenyl)methanol.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; CHEN, Jian J.; FROHN, Michael J.; KALLER, Matthew Richard; LIU, Qingyian; NGUYEN, Thomas T.; PICKRELL, Alexander J.; QIAN, Wenyuan; RZASA, Robert M.; ZHONG, Wenge; WO2013/188724; (2013); A1;,
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Reference of 2807-30-9 , The common heterocyclic compound, 2807-30-9, name is 2-Propoxyethanol, molecular formula is C5H12O2, 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.

Example 227; In 2 ml of tetrahydrofuran were dissolved 340 mg of the compound represented by the formula (IIa-1) and 170 mg of 2-propoxyethanol, 70 mg of sodium hydride (60% oily) and 0.5 ml of tetrahydrofuran were added under ice-cooling, and the mixture was stirred at room temperature for 2 hours . Thereafter, an aqueous saturated ammonium chloride solution was added to the reaction mixture, followed by extraction with t-butyl methyl ether. The organic layer was dried with sodium sulfate, and concentrated under reduced pressure. The residue was subjected to medium pressure preparative liquid chromatography to obtain 290 mg of a compound represented by the formula (227) :(hereinafter, referred to as present compound (227)) . 1H-NMR (CDCl3, TMS) delta (ppm) : 4.69-4.67 (2H, m) , 3.81-3.78 (2H, m) , 3.46 (2H, t) , 3.04 (6H, . br) , 1.66-1.57 (2H, m) , 0.92 (3H, t)

The synthetic route of 2807-30-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2008/32858; (2008); A2;,
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Reference of 5339-85-5, 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.5339-85-5, name is 2-(2-Aminophenyl)ethanol, molecular formula is C8H11NO, molecular weight is 137.18, as common compound, the synthetic route is as follows.

General procedure: To an oven-dried, nitrogen purged Schlenk tube containing [Ru(p-cymene)Cl2]2(46.9 mg, 0.075 mmol), dppb (64.0 mg, 0.15 mmol) and Cs2CO3(97.7 mg, 0.30 mmol) was added alcohol (3 mmol), amine (0.33 mmol),3-methyl-2-butanone (0.8 ml, 7.5 mmol) and tBuOH(3 ml) and the reaction heated at reflux for 24 h. On completion, the reaction was allowed to cool to room temperature before the solvent was removed invacuo. The crude product was purified by column chromatography (diethyl ether/petroleum ether (b.p. 40-60 C) as eluent) before recyrstallization from(dichloromethane/hexane), to afford the corresponding amide in good yield.

The chemical industry reduces the impact on the environment during synthesis 5339-85-5, I believe this compound will play a more active role in future production and life.

Reference:
Article; Watson, Andrew J.A.; Wakeham, Russell J.; Maxwell, Aoife C.; Williams, Jonathan M.J.; Tetrahedron; vol. 70; 23; (2014); p. 3683 – 3690;,
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Electric Literature of 52273-77-5, 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 52273-77-5 as follows.

EXAMPLE 37 A solution of 1.0 g of tert-butyl (2R,4R)-3-(2-aminoacetyl)-2-phenyl-4-thiazolidinecarboxylate in 10 cm3 of chloroform is added to a solution of 0.6 g of N,N’-carbonyldiimidazole in 15 cm3 of chloroform. The reaction mixture is stirred for 2 hours at a temperature in the vicinity of 25 C., followed by the addition of 0.44 g of 2-(3-aminophenyl)ethanol in solution in 5 cm3 of chloroform. The reaction mixture is stirred for 12 hours at a temperature in the vicinity of 25 C., then concentrated to dryness under reduced pressure at 40 C. The oily residue obtained is purified by chromatography on silica [eluent: ethyl acetate] and the fractions containing the expected product are combined and concentrated to dryness under reduced pressure at 40 C. After recrystallization in acetonitrile, 0.18 g of tert-butyl (2R,4R)-3-{2-[3-(3-(2-hydroxyethyl)phenyl)ureido]acetyl}-2-phenyl-4-thiazolidinecarboxylate is thus obtained in the form of white crystals, melting at 164 C. ([alpha]D20 =+59.6+-1.8 (C=0.50%; DMF) [proton NMR (300 MHz, DMSO D6, delta in ppm), 2 rotamers at room temperature, peak coalescence at 120 C., characteristic chemical shifts at 120 C.: 2.7 and 3.60 (2t, 4H, CH2 CH2 O); 6.8 (bd, 1H, N–C6 H4 –C in position 4 or 6); 7.05 to 7.20 (m, 3H, N–C6 H4 –C in position 2, 5 and 6); 7.3 (m, 3H, C6 H5); 7.6 (d, 2H, C6 H5). Infra-red spectrum (KBr), characteristic bands in cm-1): 3320, 2975, 2930, 2880, 2850, 1740, 1660, 1610, 1590, 1560, 1510, 1480, 1450, 1365, 1150, 1060, 790, 730, 695].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52273-77-5, its application will become more common.

Reference:
Patent; Rhone-Poulenc Rorer S.A.; US5610144; (1997); A;,
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Adding a certain compound to certain chemical reactions, such as: 1074-61-9, (4-Vinylphenyl)methanol, 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, COA of Formula: C9H10O, blongs to alcohols-buliding-blocks compound. COA of Formula: C9H10O

Using a reaction scheme adapted from O. Shimomura, et al, Synthesis and application of polytetrahydrofuran-grafted polystyrene (PS-PTHF) resin supports for organic synthesis, Tetrahedron 61 (2005) 12160-12167, phosphorous tribromide (PBr3) (18.4 g, 6.4 ml, 68 mmol) dissolved in ethyl ether (10 ml) was added to 4-vinylbenzyl alcohol (5.9 g, 44.3 mmol) in Et20 (500 ml) at 0C under N2. After 1 hour, additional PBr3 (18.4 g, 6.4 ml, 68 mmol) was added. The reaction mixture was stirred for 1 hour at room temperature and subsequently cooled to 0C. Water (100 ml) was slowly added. The solution was extracted with Et20, and the Et20 layer was washed with aqueous NaHC03, brine and dried with MgS04. The crude product was purified by silica gel column chromatography using a hexane:EtOAc, (70:30) eluent system to obtain product vinyl benzyl bromide. XH NMR (CDC13, 500 MHz) £4.48 (s, 2H), 5.26(d, 1H) 5.76(d, 1H) 6.69-6.75(q, 1H) 7.32(d, 2H) 7.41 (d, 2H). UV-vis [chloroform, max(8)]:215, 260.

The synthetic route of 1074-61-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NORTH CAROLINA CENTRAL UNIVERSITY; TAYLOR, Darlene K.; BALAMI, Uddhav; WO2015/73882; (2015); A1;,
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