Category: alcohols-buliding-blocks

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 616-29-5, name is 1,3-Diaminopropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows. 616-29-5

Synthesis of 2,2,12,12-t-methyl-3,11-dioxo-4,10-dioxa-5,9-diazatridecan-7-ol (N,N’-di-t-boc-2-hydroxy-1,3-diaminopropane) Sodium hydrogencarbonate (8.3 g, 99 mmol) was dissolved in 1:1 acetonitrile:water mixture (190 mL) and the solution cooled to 4 C. in an ice bath. 1,3-diamino-2-hydroxypropane (2.5 g, 27 mmol) and di-tert-butyldicarbonate (12.8 g, 59 mmol) were dissolved in the same solvent system (65 mL). This mixture was then added to the chilled sodium hydrogencarbonate solution and stirred on ice for two hours. The reaction was then heated to room temperature and stirred overnight. The acetonitrile was removed by rotary evaporation and the protected amine extracted into dichloromethane (3*75 mL portions). The organic portions were combined, dried over sodium carbonate, and evaporated to dryness by rotary evaporation. The resulting oil was re-crystallised from diethylether/hexane,38 giving colourless crystals (7.2 g, 91% yield). The compound was characterised by 1H and 13C NMR and FT-IR spectroscopy. IR (cm-1): 3316 m br v(OH and NH), 2971 m and 2930 m v(CH3 and CH), 1681 s v(C=O). 1H NMR (400 MHz, CDCl3, 298 K) [delta, ppm]: 1.45 (s, 18H, H-1), 3.20 (m, 4H, H-5), 3.75 (m, 2H, H-6 and H-7), 5.20 (s br, 2H, H-4). 13C NMR (100 MHz, CDCl3, 298K) [delta, ppm]: 28.55 (C-1), 43.72 (C-2), 71.07 (C-5), 79.87 (C-6), 157.24 (C-3).

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, 616-29-5, 1,3-Diaminopropan-2-ol.

Reference:
Patent; UNIVERSITY OF KWAZULU-NATAL; Munro, Orde Quentin; Akerman, Kate Julie; Akerman, Piers; US2013/90472; (2013); A1;,
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624-95-3, 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 624-95-3 as follows.

16.9 g of 3, 3-Dimethyl-l-butanol (117.3 mmol) and 0.0765 g MeO-TEMPO (0.411 mmol) are charged in a jacketed glass reaction flask, equipped with a thermocouple, an addition port, a Teflon coated magnetic stir bar and a pH probe. Potassium bromide (0.011 g, 0.104 mmol) and 0.676 g. NAHCO3 are dissolved in water (12.4 cc) and the aqueous solution is added to the stirred organic fraction at 1000 RPM in the reaction flask. The stirred suspension is cooled to 0C and the emulsion is re-adjusted to pH=8.4 using 50% solution of HCI. When the temperature of the reactants reached 0C, 82 g (133 mmol) of 12. 1% aqueous NAOCI solution are pumped in via a gas-tight syringe over 90 minutes. During the bleach addition, the pH is maintained at 8.3-8. 4 levels using few drops of 50% aqueous HCI. The reaction mixture is stirred for an additional 120 min at 0C and the organic layer is sampled for GC assay. The reaction in this second stage is kept at pH 8.4 by addition of 0.2-0. 25 cc aqueous solution OF NAOH (50% concentration). The yield of 3,3-dimethylbutyraldehyde is 89.7% at 60 min and 91.5% at 90 min reaction time.

The chemical industry reduces the impact on the environment during synthesis 624-95-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; THE NUTRASWEET COMPANY; WO2004/67484; (2004); A2;,
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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. 105-30-6, name is 2-Methylpentan-1-ol, the common compound, a new synthetic route is introduced below. 105-30-6

Example 2 – Bis(2-methylpentyl) Octadecanedioate. [0129] Octadecanedioic acid (ODDA, 5.00 g) was added to a 100-mL three- necked round-bottom flask. A Dean-Stark condenser was attached, followed by the addition of toluene to the ODDA and to the trap. 2-Methylpentyl alcohol (5.90 mL) was added to the ODDA mixture. The flask was immediately purged with nitrogen gas and p-toluenesulfonic acid (0.17 g) was added. The reaction mixture was heated to 1 15 C and the reaction proceeded for 5 hours. Heat was then removed and the reaction mixture was allowed to cool to 60 C, at which point aqueous NaHC03 (saturated) was added to achieve a neutral pH. After vigorous stirring, the organic layer was separated and dried over Na2S04. The dried product was then subjected to a vacuum treatment to remove any residual solvent. A yellow oil was obtained. Analysis by 1H NMR provided the following chemical shifts: (400MHz, CDCIs) delta 0.90-0.85 (m), 1 .10-1 .20 (m), 1 .21 -1 .50 (m), 1 .55-1 .7 (t), 1 .77 (0), 2.30 (t), 3.85 (dd), 3.95 (dd). Anaylsis by 13C NMR provided the following chemical shifts: (400MHz, CDCI3) delta C 173.947; CH 32.366; CH2 69.200, 35.691 , 34.438, 29.701 , 29.684, 29.641 , 29.516, 29.319, 29.220, 25.095, 19.975; CH3 16.885, 14.258.

The synthetic route of 105-30-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELEVANCE RENEWABLE SCIENCES, INC.; PALS, Tessa; COHEN, Steven A.; SNEAD, Thomas E.; BEUHLER, Allyson; HATEGAN, Georgeta; BERTIN, Paul A.; WO2015/142584; (2015); A1;,
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623-04-1, 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 623-04-1 as follows.

Preparation of 4-((tert-butyldimethyIsilyloxy)methyI)aniline; To a solution of (4-aminophenyl)methanol (3 g, 24.36 mmol) in DMF (85 mL) was added DMAP (0.982 g, 8.04 mmol) and triethylamine (4.07 mL, 29.2 mmol). Tertbutylchloro- dimethylsilane (4.04 g, 26.8 mmol) was added. The reaction mixture was stirred at ambient temperature overnight. The reaction mixture was filtered to remove the salt. The filtrate was concentrated to afford 7.9 g of a red solid, which was dissolved in EtOAc (200 mL), washed with water (100 mL), saturated ammonium chloride (2 x 50 mL), water (2 x 50 mL) and brine (50 mL), the organic layer was dried over Na2SO4. Filtration and concentration afforded 4- ((tertbutyldimethylsilyloxy)methyl)aniline (5.66 g, 23.84 mmol, 98% yield) as a red oil. LCMS (Table 1, Method a) R, = 3.10 min, m/z 238.19 (M+H)+; 1H NMR (400 MHz, DMSO-d6) delta ppm 6.94 (d, 2H), 6.51 (d, 2H), 4.95 (s, 2H), 4.49 (s, 2H), 0.87 (s, 9H), 0.03 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-04-1, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; WO2009/11850; (2009); A2;,
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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. 1113-21-9, name is 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol, the common compound, a new synthetic route is introduced below. 1113-21-9

The 5E, 9E, 13E-geranyl geranyl acetone (1) can be prepared by reacting 6E-10E- geranyl linalool (23) with diketene (24) catalyzed by DMAP in ethyl ether to give the ester 25. The ester 25 in the Carroll rearrangement using AI(OiPr)3 at elevated temperature can afford the desired 5E, 9E, 13E-geranyl geranyl acetone (1). In another approach, the GGA (1) can be prepared by treating geranyl linalool (23) with the Meldrum’s acid 26 in the Carroll rearrangement using AI(OiPr)3 at 160 C. Similarly, the use of ieri-butyl acetoacetate (27) with geranyl linalool (23) in the Carroll rearrangement can also give the desired 5E, 9E, 13E- geranyl geranyl acetone (1).

Statistics shows that 1113-21-9 is playing an increasingly important role. we look forward to future research findings about 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; ARGADE, Ankush; DATWANI, Akash; SPENCER, Natalie; PAN, Yonghua; ERMINI, Florian; WO2014/163643; (2014); A1;,
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105-30-6, 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.105-30-6, name is 2-Methylpentan-1-ol, molecular formula is C6H14O, molecular weight is 102.18, as common compound, the synthetic route is as follows.

General procedure: Isonicotinic acid (1a) or nicotinic acid (1b, 3.08 g, 0.025 mol) and thionyl chloride (20.5 g, 0.17mol, 12.5mL) were stirred at reflux for 2 h (the end of SO2 evolution). Excess of thionyl chloride was distilled off under normal pressure, and then under reduced pressure. To the residue (white precipitate) methylene chloride (50mL) was added. The solution of the appropriate 2-metylalkyl alcohol (0.025mol) in methylene chloride (10 mL) was added dropwise. The reaction was stirred for 2 h at reflux to complete the evolution of hydrogen chloride. The reaction mixture was adjusted to pH 12 with aqueous potassium carbonate. After layers were separated, the organic layer was dried over anhydrous calcium chloride. Evaporation of the solvent gave a crude product. Purity of 4a, 4b, 5a, 5b was satisfactory (TLC). 4c, 4d, 5c, 5d were purified by column chromatography.

Statistics shows that 105-30-6 is playing an increasingly important role. we look forward to future research findings about 2-Methylpentan-1-ol.

Reference:
Article; Huras, Bogumi?a; Zakrzewski, Jerzy; Krawczyk, Maria; Bombi?ska, Danuta; Cieniecka-Ros?onkiewicz, Anna; Michalczyk, Alicja; Medicinal Chemistry Research; vol. 26; 3; (2017); p. 509 – 517;,
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2050-25-1, Adding a certain compound to certain chemical reactions, such as: 2050-25-1, 2-(2-(Benzyloxy)ethoxy)ethanol, 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, 2050-25-1, blongs to alcohols-buliding-blocks compound.

Step A; 2-[2-(2-Benzyloxyethoxy)ethoxy]benzonitrile; [Show Image] [Show Image] 2-Hydroxybenzonitrile (300 mg, 2.52 mmol), di(ethylene glycol) benzyl ether (593 mg, 3.02 mmol), and 1,1′-azobis(N,N-dimethylformamide) (867 mg, 5.04 mmol) were dissolved in toluene (15 ml). Thereafter, tri-n-butylphosphine (1.26 ml, 5.04 mmol) was added at 20C to the obtained solution, and the obtained mixture was stirred at the same above temperature for 2 hours. The generated precipitate was filtrated, and the filtrate was then diluted with ethyl acetate (20 ml). The ethyl acetate solution was washed with water twice, and then with a saturated saline solution once. The resultant was dried over anhydrous sodium sulfate, and was then concentrated under reduced pressure. The obtained pale brown oil product was purified by silica gel column chromatography (dichloromethane), so as to obtain 2-[2-(2-benzyloxyethoxy)ethoxy]benzonitrile (529 mg, 71%) in the form of a colorless oil product. 1H-NMR (400MHz, CDCl3) delta (ppm): 3.65-3.67 (2H, m), 3.79-3.81 (2H, m), 3.93 (2H, t, J=5.0Hz), 4.24 (2H, t, J=5.0Hz), 4.57 (2H, s), 6.88 (1H, d, J=7.5Hz), 6.99 (1H, t, J=7.5Hz), 7.26-7.35 (5H, m), 7.49 (1H, t, J=7.5Hz), 7.54 (1H, d, J=7.5Hz) ESI (LC-MS positive mode) m/z 298 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2050-25-1, its application will become more common.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1854792; (2007); A1;,
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2615-15-8, 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 2615-15-8 as follows.

(a) 1,17-Diazido-3,6,9,12,15-pentaoxaheptadecane A solution of dry hexaethylene glycol (25 g, 88 mmol) and methanesulfonyl chloride (22.3 g, 195 mmol) in dry THF (125 mL) was kept under argon and cooled to 0 C. in an ice/water bath. A solution of triethylamine (19.7 g, 195 mmol) in dry THF (25 mL) was added dropwise over 45 min. After 1 hr the cooling bath was removed and the reaction was stirred for another for 4 hrs. Water (55 mL) was then added to the mixture, followed by sodium hydrogencarbonate (5.3 g, to pH 8) and sodium azide (12.7 g, 195 mmol). THF was removed by distillation and the aqueous solution was refluxed for 24 h (two layers were formed). The mixture was cooled, ether (100 mL) was added and the aqueous phase was saturated with sodium chloride. The phases were separated and the aqueous phase was extracted with ether (4*50 mL). The combined organic phases were washed with brine (2*50 mL) and dried (MgSO4). Filtration and evaporation of the solvent gave a yellow oil 26 g (89%). The product was used in the next step without further purification.

The chemical industry reduces the impact on the environment during synthesis 2615-15-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GE HEALTHCARE LIMITED; BARNETT, DAVID JONATHAN; HENRIKSEN, INGRID; CONSTANTINOU, MARIA; PETTITT, ROGER PAUL; US2013/209358; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4654-39-1, 2-(4-Bromophenyl)ethanol, 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, 4654-39-1, blongs to alcohols-buliding-blocks compound. 4654-39-1

Bis(pinacolato)diboron (7.58 g, 29.85 mmol), potassium acetate (7.32 g, 74.58 mmol), Pd(dppf)Cl2 (50 mg) and 4-Bromophenethyl alcohol (5 g, 24.8 mmol) were dissolved in dry dioxane under nitrogen. After stirring at 100 C for 24 h, the mixture was transferred to a separatory funnel, extracted with dichloromethane (DCM) and then washed with brine and dried with anhydrous magnesium sulfate. The crude product was purified by silica gel column chromatography with a mixture of petroleum ether (PE): ethyl acetate (EA) = 4:1 as eluent to obtain the pure product 4.63 g (yield, 75%). 1H NMR (600 MHz, CDCl3): 2.84(1.9H, t, J=6.78 Hz), 3.79 (1.9H, t, J=6.78 Hz), 7.21 (1.9H, d, J=7.76 Hz), 7.75 (1.8H, d, J=7.76 Hz).

With the rapid development of chemical substances, we look forward to future research findings about 4654-39-1.

Reference:
Article; Liu, Jikang; Jiang, Pengfei; Wang, Yao; Tu, Guoli; Chinese Chemical Letters; (2019);,
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575-03-1, 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 575-03-1 as follows.

2-(Trimethylsilyl) ethylhydrogen phthalate (1, 1.29 g, 4.83 mmol) [14,15], 7-hydroxy-4-(trifluoromethyl)-coumarin (2, 1.11 g, 4.83 mmol) [16], and4-dimethylaminopyridine (0.65 g, 5.3 mmol) were dissolved in amixture of anhydrous methylene chloride (15 mL) and anhydrous DMF (9 mL). N,N-Dicyclohexylcarbodiimide was quickly added tothe reaction mixture, which was stirred under N2 overnight. Dicyclohexyl urea was filtered off, and the filtrate was diluted in10 mL of methylene chloride. The solution was washed with brineand then dried over anhydrous Na2SO4. The crude product wascollected by evaporation under reduced pressure and then purifiedby flash chromatography on silica gel (PE/EA = 30:1) to yield 3(0.92 g, 45percent) as a white solid. Compounds 3 were characterized by1H NMR, 13C NMR and ESI-HRMS analyses (Figs. S3?S5 inSupporting information). 1H NMR (500 MHz, CDCl3): d 7.93?7.87(m, 1H), 7.87?7.78 (m, 2H), 7.69?7.62 (m, 2H), 7.45 (d, 1H,J = 2.5 Hz), 7.38 (dd, 1H, J = 9.0, 2.5 Hz), 6.80 (s, 1H), 4.46?4.37 (m,2H), 1.12?1.08 (m, 2H), 0.05 (s, 9H); 13C NMR (100 MHz, CDCl3): d166.71, 165.75, 158.51, 155.11, 154.29, 131.84, 131.69, 131.56,131.39, 129.37, 128.96, 126.35, 118.99, 111.10, 64.40, 17.37,1.53; ESI-HRMS (m/z): Calcd. for [C23H21F3O6Si + Na] 501.09572([M + Na]+), found 501.09485.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,575-03-1, its application will become more common.

Reference:
Article; Wang, Xin-Yu; Guan, Feng-Jie; Li, Bin; Zhang, Hua; Wu, Hong-Wei; Ji, Kai; Liu, Chuan-Xiang; Chinese Chemical Letters; vol. 27; 2; (2016); p. 211 – 214;,
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