Category: alcohols-buliding-blocks

Related Products of 558-42-9, 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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol. A new synthetic method of this compound is introduced below.

A solution of 1-chloro-2-methyl-2-propanol (2.23 g, 97percent, 0.02 mol), potassium phthalimide (3.780 g, 98percent, 0.02 mol) and sodium iodide (60 mg, 4 mmol) in anhydrous DMF (40 mL) was heated to reflux overnight. The solvent was evaporated under reduced pressure. The resulting product was triturated with a mixture of 3:2 ethyl acetate/hexanes and the ensuing white precipitate was removed by filtration. The yellow filtrate was concentrated under reduced pressure and purified by flash chromatography in a mixture of 2:3 ethyl acetate/hexanes. The impure product thus isolated was triturated with hot hexanes (125 mL) and filtered to remove an insoluble white impurity. After evaporation of the solvent under reduced pressure, the obtained white solid was recrystallized in hexanes. The product was yielded as colorless crystals that were collected by filtration and dried under high vacuum (1.63 g, 37percent yield). m.p.: 104-105° C.; TLC Rf 0.20 (2:3 ethyl acetate/hexanes); FTIR (KBr): 3524, 3456, 3097, 3031, 2973, 2930, 1773, 1698, 1611, 1466, 1427, 1389, 1319, 1190, 1076, 990, 965, 912, 890, 838, 766, 724, 712, 638 cm-1; 1H-NMR(500 MHz, CDCl3): delta 1.26 (s, 6H, 2 CH3), 2.74 (s, 1H, OH), 3.75 (s, 2H, CH2), 7.72 (dd, 2H, Jo=5.44 Hz, Jm=3.04 Hz, 2 Hc),, 7.85 (dd, 2H, Jo=5.42 Hz, Jm=3.06 Hz, 2 Hb); 13C-NMR(126 MHz, CDCl3): delta 27.6 (2 CH3), 49.3 (CH2), 71.6 (CMe2), 123.6 (2 Cb), 132.0 (2 Ca), 134.3 (2 Cc), 169.3 (2 CO).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,558-42-9, 1-Chloro-2-methyl-2-propanol, and friends who are interested can also refer to it.

Reference:
Patent; DRAXIS Specialty Pharmaceuticals Inc.; US2008/102028; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2240-88-2, 3,3,3-Trifluoropropan-1-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, Computed Properties of C3H5F3O, blongs to alcohols-buliding-blocks compound. Computed Properties of C3H5F3O

1.00 g (5.75 mmol) 2-bromo-5-hydroxypyridine, 0.66 g (5.75 mmol) 3,3,3-trifluoro-l- propanol and 1.51 g (5.75 mmol) triphenylphosphine are added to 50 mL THF. Then 1.32 g (5.75 mmol) di-tert-butyl azodicarboxylate are added and the reaction mixture is stirred at 60 °C for 3 h. The solvent is removed in vacuo and the crude product is purified by column chromatography (silica gel, PE/EtOAc). C8H7BrF3NO (M= 270.1 g/mol) ESI-MS: 270/272 [M+H]+ Rt (HPLC):0.94 min (method C)

The synthetic route of 2240-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; WO2014/114578; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 23377-40-4, 3-(Hexadecyloxy)propan-1-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, COA of Formula: C19H40O2, blongs to alcohols-buliding-blocks compound. COA of Formula: C19H40O2

Example 6 Hexadecyloxypropyl-2′,3′-isopropylideneuridin-5′-yl-vinyphosphonate TPSCl (5.54 g, 18.3 mmol) is added to the mixture of vinylphosphonic acid from the example 1 (1.8 g, 6.1 mmol), hexadecyloxypropanol (1.45 g, 3.05 mmol), and 1-methylimidazole (1.45 ml, 18.3 mmol) in DCM (60 ml). The reaction mixture is stirred overnight at rt, then extracted/washed with saturated solution of NaHCO3 (2 x 100 ml), 3% aqueous citric acid (2 x 100 ml) and dried over Na2SO4. The organic phase is concentrated in vacuo and the product is obtained by flash chromatography on silica gel using linear gradient of ethanol in chloroform in 71% yield (1.42 g, 2.16 mmol) in the form of colorless wax. A mixture of diastereoisomers ~ 1:1 1H NMR (500.0 MHz, CDCl3): 0.88 (m, 6H, CH3(CH2)15); 1.23-1.33 (m, 52H, CH3(CH2)13CH2CH2-O); 1.348, 1.352 (2 * q, 2 * 3H, 4J= 0.6, (CH3)2C); 1.54 (m, 4H, CH3(CH2)13CH2CH2O); 1.57 (s, 6H, (CH3)2C); 1.92, 1.94 (2 * p, 2 * 2H, Jvic = 6.1, OCH2CH2CH2OC16H33); 3.38, 3.39 (2 * t, 2 * 2H, Jvic, = 6.7, CH3(CH2)13CH2CH2O); 3.48, 3.49 (2 * t, 2 * 2H, Jvic = 6.1, OCH2CH2CH2OC16H33); 4.13, 4.15 (2 * td, 2 * 2H, Jvic = 6.1, JH,P = 4.8, OCH2CH2CH2OC16H33); 4.20-4.30 (m, 4H, H-5′); 4.34-4.38 (m, 2H, H-4′); 4.85, 4.86 (2 * dd, 2 * 1H, J3′,2′ = 6.5, J3′,4′ = 3.6, H-3′); 4.92 (dd, 2H, J2′,3′ = 6.5, J2′,1′ = 2.3, H-2′); 5.700, 5.704 (2 * d, 2 * 1H, J5,6 = 8.1 H-5); 5.74, 5.76 (2 * d, 2 * 1H, J1′,2′ = 2.3, H-1′); 6.03, 6.05 (2 * ddd, 2 * 1H, JH,P = 22.9, Jtrans = 18.4, Jcis = 12.7, =CHP); 6.16, 6.18 (2 * ddd, 2 * 1H, JH,P = 51.8, Jcis = 12.7, Jgem = 1.9, CHcisHtrans=CHP); 6.33, 6.35 (2 * ddd, 2 * 1H, JH,P = 25.5, Jtrans = 18.4, Jgem = 1.9, CHcisHtrans=CHP); 7.34, 7.39 (2 * d, 2 * 1H, J6,5 = 8.1, H-6). 13C NMR (125.7 MHz, CDCl3): 14.07 (CH3(CH2)15); 22.62 (CH3(CH2)13CH2CH2O); 25.19, 25.21 ((CH3)2C); 26.08 (CH3(CH2)14CH2O); 27.04, 27.06 ((CH3)2C); 29.29, 29.45, 29.55, 29.57, 29.58, 29.63 (CH3(CH2)14CH2O); 30.66, 30.68 (d, JC,P = 6.4, OCH2CH2CH2OC16H33); 31.85 (CH3(CH2)13CH2CH2O); 63.56 63.57 (d, JC,P = 5.5, OCH2CH2CH2OC16H33); 64.92, 65.01 (d, JC,P = 5.5, CH2-5′); 66.32, 66.36 (OCH2CH2CH2OC16H33); 71.15, 71.16 (CH3(CH2)14CH2O); 80.60, 80.67 (CH-3′); 84.44, 84.53 (CH-2′); 85.38, 85.62 (d, JC,P = 7.1, CH-4′); 93.82, 94.12 (CH-1′); 102.57, 102.64 (CH-5); 114.42, 114.46 (C(CH3)2); 124.75, 124.80 (d, JC,P = 184.0, =CHP); 136.75, 136.77 (d, JC,P = 1.9, CH2=CHP); 141.43, 141.48 (CH-6); 150.16 (C-2); 163.29, 163.32 (C-4). 31P NMR (202.3 MHz, CDCl3): 18.64, 18.80. IR vmax(KBr) 2925 (vs), 2854 (s), 1709 9vs, sh), 1696 (vs), 1630 (w), 1459 (m), 1421 (m), 1400 (w, sh), 1381 (m), 1270 (m, sh), 1250 (m, sh), 1109 (s), 1078 (s), 1028 (s), 1012 (s), 972 (m, sh), 859 (m), 762 (w), 548 (w), 514 (w) cm-1. HR-ESI C33H58O9N2P (M+H)+ calcd 657.3874; found 657.3876

The synthetic route of 23377-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ustav Organicke Chemie A Biochemie Av Cr, V.v.i.; Mikrobiologicky Ustav AV CR V.V.I.; Ustav Molekularni Genetiky Av Cr, V.v.i.; Trios, spol. s r.o.; EP2527351; (2012); A1;,
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Application of 37585-16-3, 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.

General procedure: Benzyl alcohol derivative 11 (1 eq.) was dissolved in CH2Cl2 (0.4 M). Manganese (IV) oxide (2.1 eq.)was added under argon and the solution was left to stir at room temperature for 48 h. The progress ofthe reaction was monitored by TLC analysis. After completion, manganese oxide was filtered off andthe resulting filtrate was concentrated under reduced pressure. The crude product was purified by silicacolumn chromatography employing mixtures of n-hexane and ethyl acetate as eluents to obtain thedesired product 10.

According to the analysis of related databases, 37585-16-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jarrige, Lucie; Merad, Jeremy; Zaied, Siwar; Blanchard, Florent; Masson, Geraldine; Synlett; vol. 28; 14; (2017); p. 1724 – 1728;,
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Adding a certain compound to certain chemical reactions, such as: 101597-25-5, 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-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, HPLC of Formula: C17H16O3, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C17H16O3

General procedure: A solution of the naphthol (1 mol equiv) and the appropriate 1,1-bis(4-methoxyphenyl)prop-2-yn-1-ol (1 mol equiv), in the presence of pyridinium p-toluenesulfonate (PPTS) (5 mole %) and trimethyl orthoformate (2 mol equiv) in 1,2-dichloroethane (150 mL),was heated under reflux for up to 4 h (the reaction time being determined by TLC examination of the reaction mixture). The cooled solvent was removed under vacuum to afford the crude product, which was either purified by flash column chromatography or by crystallisation. The following compounds were obtained in this manner: 4.8.1. 3-Benzoyl-6,6-bis(4-methoxyphenyl)-6H-benzo[h]furo[3,2-f]chromene 9. 3-Benzoyl-6,6-bis(4-methoxyphenyl)-6H-benzo[h]furo[3,2-f]chromene 9 from 7 and 8 as pale pink microcrystals after crystallisation from EtOAc and hexane, 52.4%, mp 188 – 190C; upsilonmax 2831, 1651, 1606, 1506, 1351, 1236, 1173, 1028, 1017, 876, 836, 726, 706, 683, 663, 646 cm-1; deltaH (CDCl3) 3.76 (6H, s, OMe), 6.13 (1H, d, J9.9 Hz, 5-H), 6.82 e6.85 (4H, m, AreH), 7.44 e7.47 (4H, m, AreH),7.51 e7.65 (6H, m, AreH, 4-H), 7.93 e7.95 (2H, m, Ar eH), 8.02 (1H, s,2-H), 8.19 (1H, d, J 7.8 Hz, Ar eH), 8.45 (1H, d, J 8.1 Hz, AreH); deltaC(CDCl3) 55.22, 82.22, 110.56, 113.38, 117.80, 119.99, 121.17, 122.83,123.08, 123.64, 124.09, 125.90, 127.09, 127.11, 128.28, 128.62, 129.67,132.92, 137.34, 139.29, 145.27, 147.04, 151.68, 158.84, 190.48 (Found M+H+, 539.1844; C36H26O5 requires M+H+, 539.1853).

The synthetic route of 101597-25-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Aiken, Stuart; Allsopp, Ben; Booth, Kathryn; Gabbutt, Christopher D.; Heron, B. Mark; Rice, Craig R.; Tetrahedron; vol. 70; 49; (2014); p. 9352 – 9358;,
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Electric Literature of 624-95-3 ,Some common heterocyclic compound, 624-95-3, molecular formula is C6H14O, 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.

10104] To a stirred solution of(S)-ethyl 2-(tert-butoxy)-2-(4-(4,4-dimethylpiperidin- 1 -yl)-5-(4-hydroxyphenyl)-2,6-dimethylpyridin-3-yl)acetate (0.042 g, 0.090 mmol), 3,3-dimethylbutan- 1 -ol (0.046 g, 0.448 mmol) and Ph3P (0.071 g,0.269 mmol) in THF (5 mE) was added DEAD (0.043 ml,0.269 mmol) at 0 C. After 1 h, cold bath was removed andstirred overnight (15 h) at rt. Then, reaction mixture wasconcentrated and purified by prep-HPEC to afford (5)-ethyl2-(tert-butoxy)-2-(5-(4-(3,3-dimethylbutoxyl)phenyl)-4-(4,4-dimethylpiperidin- 1 -yl)-2,6-dimethylpyridin-3-yl)acetate(0.0205 g, 0.037 mmol, 41.4% yield) as white solid. ?H NMR(500 MHz, CDC13) oe 7.14-7.17 (m, 1H), 7.05-7.09 (m, 1H),6.95-6.99 (m, 2H), 6.09 (s, 1H), 4.27 (qd, J=7.1, 10.8 Hz, 1H),4.17 (qd, J=7.1, 10.7 Hz, 1H), 4.08-4.13 (m, 2H), 3.19 (d,J=1 1.8Hz, 1H), 2.88 (t, J=12.1 Hz, 1H), 2.61 (s, 3H), 2.28 (d,J=1 1.8Hz, 1H), 2.21 (s, 3H), 2.07 (t, J=1 1.8Hz, 1H), 1.79 (t,J=7.3 Hz, 2H), 1.56 (td, J=3.7, 12.4 Hz, 1H), 1.34-1.42 (td,J=3.5, 12.5 Hz, 1H), 1.26 (t, J=7.1 Hz, 3H), 1.21 (s, 9H),1.17-1.20 (m, 1H), 1.08 (d, J=12.9 Hz, 1H), 1.04 (s, 9H), 0.90(s, 3H), 0.66 (s, 3H). ECMS (M+H)=553.4.

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. 624-95-3, 3,3-Dimethylbutan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bristol-Myers Squibb Company; Naidu, B. Narasimhulu; Patel, Manoj; Romine, Jeffrey Lee; St. Laurent, Denis R.; Wang, Tao; Zhang, Zhongxing; Kadow, John F.; US2015/232463; (2015); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 7589-27-7, 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. 7589-27-7, name is 2-(4-Fluorophenyl)ethanol. A new synthetic method of this compound is introduced below.

To a solution of 4-fluorophenethyl alcohol (1.40 g, 10 mmol, 1.25 mL, 1 eq), Et3N (3.04 g, 30 mmol, 4.16 mL, 3 eq) in DCM (20 mL) was added MsCl (1.49 g, 13 mmol, 1.01 mL, 1.30 eq) at 0 °C. The mixture was stirred at 0 °C for 30 min. Water (10 mL) was added to the mixture and the organic layer isolated. The water layer was further extracted with DCM (10 mL* 2). The combined organic layers were dried over anhydrous sodium sulfate and concentrated in vacuo to afford the target compound as a yellow oil (1.8 g, 83.5percent). NMR (400MHz, CD3OD) delta 7.33 – 7.25 (m, 2H), 7.07 – 7.00 (m, 2H), 4.40 (t, J=6.8 Hz, 2H), 3.02 (t, J=6.8 Hz, 2H), 2.95 (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,7589-27-7, its application will become more common.

Reference:
Patent; CHRYSALIS, INC.; GWALTNEY, Stephen; (167 pag.)WO2017/143011; (2017); A1;,
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Related Products of 59101-28-9, 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. 59101-28-9, name is 16-Bromohexadecan-1-ol, molecular formula is C16H33BrO, 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.

4.3 Diethyl2-acetamido-2-(i 6-hydroxyhexadecyl)malonate10221] The bromide 15(0.967 g, 2.70 mmol), diethyl 2-ac- etamidomalonate 1 (0.640 g, 2.8 mmol, 1.0 eq.) (obtained as in example 1.1 above) and caesium carbonate (1.680 g, 5.17 mmol, 1.9 eq.) were suspended in acetonitrile (20 mE) and refluxed for 5 h. The mixture was adsorbed at silica gel (1-2 g) and purified by colunm chromatography (silica gel, 1 6.5×4 cm, cyclohexane/ethyl acetate, 4:i)to give a yellowish solid. Yield: 0.912 g (74%).10222] M.p.: 48 C.10223] ?R-NMR (300 MHz, CDC13) oe [ppm]: 1.23-1.63(m, 34R, 5-CR2 to 18-CR2, 23-CR3, 25-CR3), 2.04 (m, 4R,21-CR3, 19-OR), 2.30 (m, 2R, 4-CR2), 3.63 (t, 3J,y=6.6 Rz,2R, 19-CR2), 4.20 (m, 4R, 22-CR2, 24-CR2), 6.84 (s, 1R,2-NR).10224] ?3C-NMR (75 MRz, CDC13) oe [ppm]: 14.0 (q, C-23,C-25), 23.1 (q, C-21), 23.6 (t, C-5), 25.8 (t, C-17), 28.4,29.3,29.7 (t, C-6 to C-16), 32.1 (t, C-18), 32.8 (t, C-4), 62.5 (t,C-22, C-24), 63.0 (t, C-19), 66.6 (s, C-2), 168.3 (s, C-i, C-3),169.0 (s, C-20).10225] Exact mass (ESI): C25R47NO5+Na: calcd. 480.3296, found 480.3300; (C25R47NO5)2+Na: calcd. 937.6699,found 937.6713.

According to the analysis of related databases, 59101-28-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WESTFAELISCHE WILHELMS-UNIVERSITAET MUENSTER; Haufe, Guenter; Levkau, Bodo; Schaefers, Michael; Schilson, Stefani Silke; Keul, Petra; US2014/170067; (2014); 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. 16369-21-4, name is 2-(Propylamino)ethanol. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(Propylamino)ethanol

Preparation 17 4-propylmorpholine-2-one Methyl 2-bromoacetate (50 mL, 0.54 mol, 1 eq) was added slowly to N-propylaminoethanol (62.4 ml, 0.54 mol, 1 eq) and Et3N (75 ml, 0.54 mol, 1 eq) in toluene at 0 C. and allowed to stir at room temperature overnight. Water (1 L) was added, and the mixture extracted with EtOAc (2*500 mL). Brine (500 mL) was added to the aqueous layer, which was re-extracted with EtOAc (2*500 mL). Organic layers were combined, dried (MgSO4), filtered and solvent removed in vacuo to give 62.7 g (81%) of title compound as a clear oil. TLC EtOAc Rf=0.5 M/S (APCI+) 144 (MH+) 1H NMR (400 Mhz, CD3OD) deltaH 0.9 (t, 3H), 1.4-1.6 (m, 2H), 2.3-2.4 (m, 2H), 2.6-2.7 (m, 2H), 3.3 (s, 2H), 4.4 (m, 2H)

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, 16369-21-4, 2-(Propylamino)ethanol.

Reference:
Patent; Pfizer Inc; US2005/267096; (2005); A1;,
Alcohol – Wikipedia,
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Application of 4084-38-2, 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 4084-38-2 as follows.

Production Example 2 To a mixture solution of 0.42 g of (1R)-trans-2,2-dimethyl-3-((Z)-1-propenyl)cyclopropanecarboxylic acid, 0.49 g of (2,3,5,6-tetrafluorophenyl)methanol, 0.93 g of triphenylphosphine and 20 ml of tetrahydrofuran, 2.0 ml of 40% toluene solution containing diisopropyl azodicarboxylate was added. After one day, the reaction solution was concentrated under reduced pressure and the residue was subjected to silica gel column chromatography (eluent: hexane/ethyl acetate=20/1) to give 0.80 g of (2,3,5,6-tetrafluorophenyl)methyl (1R)-trans-2,2-dimethyl-3-((Z)-1-propenyl)cyclopropanecarboxylate (Present compound 2) (yield 93%). 1H-NMR (CDCl3, TMS) delta 1.15(3H,s), 1.29(3H,s), 1.47(1H,d,J=5.3), 1.70(3H,dd,J=6.9,1.6), 2.19(1H,brdd,J=8.1,5.3), 5.12(1H,d, J=10.6, 8.1,1.6), 5.24(1H,t, J=1.6), 5.25(1H,t,J=1.6), 5.60(1H,dqd,J=10.6,6.9,1.1), 7.10 (lH,tt,J=9.7,7.4)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4084-38-2, its application will become more common.

Reference:
Patent; Sumitomo Chemical Company, Limited; US6225495; (2001); B1;,
Alcohol – Wikipedia,
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