Tag: M.W=100-200

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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Reference of 30595-79-0, Adding some certain compound to certain chemical reactions, such as: 30595-79-0, name is 2,6-Dichlorophenethyl alcohol,molecular formula is C8H8Cl2O, 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 30595-79-0.

Synthesis Example 20: Compound No.125 (2S,3R,4R,5S,6R)-2-(4-chloro-5-(chroman-6-ylmethyl)-2,3-dihydrobenzofuran-7-yl)-5-fluoro-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4-diol To a mixture of 2-(2,6-dichlorophenyl)ethan-1-ol (200 g, 1.05 mol, 1.00 equiv) in toluene (3500 mL) was added NaH (52.8 g, 2.20 mol, 1.25 equiv, 60% purity). The mixture was stirred for 20 minutes at 40 C. To the resulting solution was then added CuCl (cuprous chloride) (5.21 g, 52.63 mmol, 0.05 equiv) and ethyl acetate (4.63 g, 52.61 mmol, 0.05 equiv). The reaction was stirred for overnight at reflux. Ice water was added and the mixture was extracted with EtOAc thrice. The combined extracts were washed with brine and dried over Na2SO4. The mixture was then concentrated and purified by chromatography on silica gel (50:1 PE/EA) to yield 4-chloro-2,3-dihydrobenzofuran as a yellow oil.

According to the analysis of related databases, 30595-79-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Janssen Pharmaceutica NV; Xu, Guozhang; Kuo, Gee-Hong; Gaul, Micheal; (68 pag.)US2019/55226; (2019); A1;,
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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.6338-55-2, name is 2-(2-(2-Aminoethoxy)ethoxy)ethanol, molecular formula is C6H15NO3, molecular weight is 149.1882, as common compound, the synthetic route is as follows.Computed Properties of C6H15NO3

S48 (0.45 g, 3.00 mmol), DIPEA (1.6 mL, 9.00 mmol) were added, dissolving in DMF (20 mL) at -12 C for 30 min in N2. Then S5 (in DMF, 5 mL, 0.71 g, 1.00 mmol) was dropped into this mixture, stirring overnight. After this reaction the solvent was removed, the mixture was dissolved in deionized water (25 mL), then the aqueous was washed by DCM (25 mL) three times. This aqueous dialyzed in deionized water 5 times and freeze-dried to get S49 (1.21 g, 67%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6338-55-2, 2-(2-(2-Aminoethoxy)ethoxy)ethanol, and friends who are interested can also refer to it.

Reference:
Article; Wang, Jue; Qi, Wenjing; Chen, Guosong; Chinese Chemical Letters; vol. 30; 3; (2019); p. 587 – 591;,
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Synthetic Route of 28539-02-8 ,Some common heterocyclic compound, 28539-02-8, molecular formula is C7H7N3O, 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.

To a solution of 2-(4-((6-methoxypyridin-3-yl)oxy)piperidin-1-yl)-3-methylfuro[3,4- b]pyridin-5(7H)-one (70 mg, 0.197 mmol) in THF (3 mL) was added LDA (2.5 M in THF, 0.095 mL, 0.236 mmol) at -78 C under a nitrogen atmosphere. The reaction was stirred at -78 C for 15 min before (1H-benzo[d][1,2,3]triazol-1-yl)methanol (29.4 mg, 0.197 mmol) was added. After 30 min the reaction was quenched with aqueous ammonium chloride (saturated, 5 mL) and was extracted with DCM (10 mL x 3). The combined organic layers were concentrated and purified by reverse phase HPLC (ACN/water with 0.1% NH3OH modifier) to afford the title compound. MS: 386 (M+1).1H NMR (400 MHz, methanol-d4): delta 7.84 (1H, d, J = 2.8 Hz), 7.79 (1H, s), 7.43 (1H, dd, J = 8.8, 2.8 Hz), 6.76 (1H, d, J = 8.8 Hz), 5.34 (1H, s), 4.52-4.54 (1H, m), 4.16 (1H, dd, J = 12.8, 2.8 Hz), 3.95 (1H, dd, J = 4.0, 0.8 Hz), 3.85 (3 H, s), 3.71-3.73 (2 H, m), 3.28-3.35 (2 H, m), 2.38 (3 H, s), 2.11-2.16 (2 H, m), 1.87-1.92 (2 H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,28539-02-8, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; GAO, Xiaolei; KNOWLES, Sandra, L.; LI, Chunsing; LO, Michael Man-Chu; MAZZOLA, Robert, D., Jr.; ONDEYKA, Debra, L.; (148 pag.)WO2018/118736; (2018); A1;,
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Electric Literature of 4415-73-0, 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 4415-73-0, name is 1,1-Cyclobutanedimethanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of [1-(hydroxymethyl)-cyclobutyl]methanol (2.50 g, 21.5 mmol, 1.0 equiv.) which was prepared as described in the reference (F. X. Tavares et al., J. Med. Chem. 2004, 47, 5057-5068) in CH2Cl2 (43 mL) was added SOCl2 (2.35 mL, 32.3 mmol, 1.5 equiv.) slowly at 0 C. After being stirred for 2 h at 25 C., the reaction was diluted (10% MeOH/CH2Cl2) and washed (1×H2O and 1×brine). The organic layer was dried (Na2SO4) and concentrated under reduced pressure to provide the product as a colorless liquid

According to the analysis of related databases, 4415-73-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Amgen Inc.; US2007/299111; (2007); A1;,
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