Tag: M.W=200-300

Reference of 17100-58-2, Adding some certain compound to certain chemical reactions, such as: 17100-58-2, name is (4-Bromo-2-methylphenyl)methanol,molecular formula is C8H9BrO, 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 17100-58-2.

step 2: To a solution of (4-bromo-2-methylphenyl)methanol (200.0 g, 1.0 mol) in DCM (500 mL) was added SOCl2 (100 mL, 1.2 mol) dropwise at 0 C. The reaction mixture was heated to reflux and stirred at this temperature for 4 h. The reaction mixture was cooled to RT and concentrated in vacuo. The residue was diluted with EtOAc (1 L) and washed with water (2¡Á500 mL), sat. NaHCO3 (1000 mL) and brine (1 L). The organic layer was dried (Na2SO4), filtered and concentrated in vacuo to afford 4-bromo-1-(chloromethyl)-2-methylbenzene as a yellow oil, which was used in the next step without further purification (200 g, 100% yield).

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. 17100-58-2, (4-Bromo-2-methylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; Rudolph, Joachim; Gazzard, Lewis J.; Crawford, James J.; Ndubaku, Chudi; Drobnick, Joy; Lee, Wendy; US2015/31674; (2015); A1;,
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Related Products of 202865-66-5 ,Some common heterocyclic compound, 202865-66-5, molecular formula is C7H6BrFO, 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.

2-bromo-5-fluorophenyl methanol (0.5mmol, 102.0mg),Triphenylmethanol(0.5 mmol, 130.2 mg)And Ph3PAuNTf2(0.015 mmol, 11 mg)Dissolved inOf the 0.5 mL toluene solvent,The reaction mixture was heated to 140 deg.] C with a microwave reactor,The reaction was stirred for 60 minutes,After completion of the reaction,The target product IV was isolated by flash column chromatography,Yield 76percent.

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. 202865-66-5, (2-Bromo-5-fluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shenyang Pharmaceutical University; Liu Yongxiang; Cheng Maosheng; Wang Xiaoyu; Du Chuan; Shi Hui; Wang Yanshi; Liu Yang; (8 pag.)CN104817441; (2017); B;,
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Application of 124937-73-1, 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. 124937-73-1, name is 3-(2-Methoxy-5-methylphenyl)-3-phenylpropan-1-ol. A new synthetic method of this compound is introduced below.

Example 1; Preparation of 3-(2-methoxy-5-methylphenyl)-3-phenylpropyl methane sulfonate (Vb); This intermediate is of significant importance for use in the preparation of Tolterodine or salts thereof, or its derivatives according to the present invention.In a 3-necked round bottom flask, 6-methyl-4-phenyl-3,4-dihydro coumarin (II, 100 g, 0.420 mol) is charged into methanol (500 ml) at about 25 C. with stirring. To the resulting suspension, potassium carbonate (K2CO3, 87 g, 0.63 mol) and methyl iodide (MeI, 78 ml, 1.25 mol) are added and the mass is stirred at from about 55 C. to about 60 C. for 4 h. The reaction mass is cooled to from about 40 C. to about 45 C. and MeI (27 ml, 0.43 mol) and K2CO3 (29 g, 0.21 mol) are added. Re-heat the mass to 5560 C. and stir for additional 6 h until the reaction completes. Then solvent is removed by distillation under vacuum. The residue is dissolved in 350 ml of toluene. This organic phase is washed once with 750 ml of DM water and twice with 450 ml of DM water.The organic layer thus obtained is charged into a 3-necked round bottom flask under N2 atmosphere and cooled at temperature from about -5 C. to about 5 C. Toluene solution of sodium bis(2-methoxyethoxy) aluminum hydride (Red-Al, 200 ml, 70% w/v, 0.706 mol) is slowly added through a dropping funnel over a period of 120 min, maintaining the solution temperature within -55 C. The mixture is stirred for an additional 1 h at this temperature until the reaction completes. Then aqueous solution of NaOH (80 ml, 10%) is added through a dropping funnel over a period of 45 min, maintaining the temperature at 010 C., and continue stirring for an additional 45 min at the same temperature. Add 750 ml of DM water and stir for 30 min at 25 C. The biphasic reaction mass is filtered through a celite bed (10 g). The organic layer is collected and dried over 20 g of anhydrous sodium sulfate (Na2SO4). The solids are filtered and washed with 50 ml of toluene. The toluene is distilled off completely and compound IV is obtained as slightly yellow thick oil.The thick oil is dissolved in 300 ml of dichloromethane (DCM) under N2 atmosphere. Triethylamine (Et3N, 90 ml, 0.647 mol) is added and the mass is cooled to 05 C. Mesyl chloride (MsCl, 36 ml, 0.465 mol) is added slowly through a dropping funnel over a period of 120 min, keeping the solution temperature below 10 C. Continue stirring the mixture for an additional 1 h at 05 C. until the reaction completes. 1 L of cold DM water (05 C.) was added and the mass is stirred for 3060 min at this temperature. Conc. HCl (25 ml) is added and the mass is stirred until it reaches 25 C. The organic layer is collected and washed with 200 ml of DM water. About 180220 ml of DCM is distilled off from the organic layer under atmosphere pressure at 3843 C. 400 ml of cyclohexane is added to the residue and the mass is heated to reflux till a clear solution is obtained (7080 C.). This solution is cooled slowly and compound Vb crystallized. The solid is filtered in Buchner funnel and spray washed with 100 ml of cold cyclohexane. The mass is dried under vacuum at 60 C. to give 90110 g of title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,124937-73-1, 3-(2-Methoxy-5-methylphenyl)-3-phenylpropan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; PHARMATHEN S.A.; US2012/41235; (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. 217479-60-2, name is 2,4,6-Trichlorobenzyl alcohol. A new synthetic method of this compound is introduced below., name: 2,4,6-Trichlorobenzyl alcohol

PREPARATION EXAMPLE 4: N-rri -(2.4.6-trichlorophenvncvclopropyllmethvn-3- (trifluoromethyl)pyridine-2-carboxamide (Compound A29)Step 1 : 1 ,3,5-trichloro-2-(chloromethyl)benzeneTo a stirred solution of (2,4,6-trichlorophenyl)methanol (2g, 9.4574 mmol) in chloroform (20 mL) kept under N2 atmosphere, thionyl chloride (1 .25 ml_, 17.023 mmol), was added slowly at 0C over a period of 10 min followed by a catalytic amount of DMF (35 mg, 0.4733 mmol). The reaction mixture was allowed to stirred at RT for 2h.The reaction mixture was quenched with 10 mL of water; the aqueous layer is extracted with dichloromethane (3 times). The combined organic layer were washed with 5% Na2C03 solution (2*10 mL), followed by NaCI (10mL) and dried over Na2S04. The solvent was evaporated under reduced pressure to give an yellow oil (1.78 gr). The oil was diluted in EtOAc and washed twice with NaCI (3 mL), then dried over NaS04, filtrated and evaporated to give 1.58 g of desired product.1H-NMR (CDCI3): 7.4 (s, 2H); 4.8 (s, 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, 217479-60-2, 2,4,6-Trichlorobenzyl alcohol.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; LOISELEUR, Olivier; PITTERNA, Thomas; O’SULLIVAN, Anthony, Cornelius; LUKSCH, Torsten; KICKOVA, Anna; WO2013/64520; (2013); A1;,
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Application of 7541-49-3, 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. 7541-49-3, name is 3,7,11,15-Tetramethylhexadec-2-en-1-ol, molecular formula is C20H40O, 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.

0.90 g (6.7 mmol) of N-chlorosuccinimide was suspended in methylene chloride (8 mL). After addition of 0.52 mL (7.1 mmol) of dimethylsulfide at 0 C., the solution was stirred for 20 min. After addition of 1.0 g (3.4 mmol) of phytol, the mixture was stuffed for 1 hour at 0 C., and further stirred for 6 hours at room temperature. After addition of sodium bicarbonate aqueous solution, the reaction mixture was extracted with methylene chloride. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated to obtain 3,7,11,15-tetramethylhexadec-2-ene-1-chloride as a crude product.

According to the analysis of related databases, 7541-49-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FARNEX INCORPORATED; TABATA, YASUHIKO; HIRAI, KENJIRO; HIJIKURO, ICHIRO; TANOMURA, MASAHISA; MORI, SAYAKA; (61 pag.)JP2016/40339; (2016); A;,
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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. 55362-80-6, name is 9-Bromononan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 55362-80-6

Preparation of the raw material compounds (8-carboxyoctyl)triphenylphosphonium bromide (h) 9-Bromononyl alcohol (f) (3.347 g) was reacted with sodium metaperiodate and ruthenium chloride in the mixture of carbon tetrachloride, acetonitrile and water to give 9-bromo nonanoic acid (g). Yield:2.632 g (74.0%)

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, 55362-80-6, 9-Bromononan-1-ol.

Reference:
Patent; R-Tech Ueno; US6242485; (2001); B1;,
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Electric Literature of 1113-21-9, 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.1113-21-9, name is 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol, molecular formula is C20H34O, molecular weight is 290.48, as common compound, the synthetic route is as follows.

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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Reference of 61367-62-2, 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.61367-62-2, name is 4-Bromo-3,5-dimethoxybenzyl alcohol, molecular formula is C9H11BrO3, molecular weight is 247.09, as common compound, the synthetic route is as follows.

Synthesis of 2-bromo-5-[(1-isopropoxyethoxy)methyl]-1,3-dimethoxybenzene Cyclopentyl methyl ether (100 mL), tetrahydrofuran (10 mL), isopropyl vinyl ether (9.3 mL), and pyridinium p-toluenesulfonate (1.00 g) were sequentially added to (4-bromo-3,5-dimethoxyphenyl)methanol (10.02 g), and the mixture was stirred for about 2.5 hours at room temperature. The reaction liquid was filtered, and the filtrate was washed sequentially with a 5percent aqueous solution of sodium hydrogen carbonate and water. The solvent was distilled off under reduced pressure, and the residue was azeotropically boiled with cyclopentyl methyl ether, to obtain 15.75 g (content 13.47 g, yield 99.6percent) of the title compound as a pale orange oily matter. 1H-NMR (400MHz, CDCl3) delta: 1.18 (d, J=6.4Hz, 3H), 1.23 (d, J=6.0Hz, 3H), 1.38 (d, J= 5.2Hz, 3H), 3.88-3.94 (m, 1H), 3.90 (s, 6H), 4.49 (d, J=12.0Hz, 1H), 4.61 (d, J=12.4Hz, 1H), 4.87 (q, J=5.2Hz, 1H), 6.58 (s, 2H).

The chemical industry reduces the impact on the environment during synthesis 61367-62-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP2202233; (2010); A1;,
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Electric Literature of 83647-43-2, 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. 83647-43-2, name is (3-Bromo-2-methylphenyl)methanol. A new synthetic method of this compound is introduced below.

(2,3-dihydrobenzo[b][l,4]dioxin-6-yl)boronic acid (0.537 g, 2.98 mmol),(3- bromo-2-methylphenyl)methanol (0.5 g, 2.487 mmol) and 2nd Generation XPhos precatalyst (0.059 g, 0.075 mmol) was covered with THF (24 ml) and degassed. Potassium phosphate, tribasic (12.43 ml, 6.22 mmol) added as an 0.5 M aqueous solution. The reaction was stirred at room temperature sealed under argon overnight. The solvent was removed by rotary evaporation. The residue was purified using 3: 1 hexanes: ethyl acetate on a 24 g silica gel column. The fractions containing the desired product provided 0.59g of the title compound as a colorless oil. 1H NMR (400MHz, CHLOROFORM-d) delta 7.39 (d, J=7.3 Hz, 1H), 7.25 (t, J=7.6 Hz, 1H), 7.22 – 7.18 (m, 1H), 6.92 (d, J=8.1 Hz, 1H), 6.83 (d, J=1.7 Hz, 1H), 6.78 (dd, J=8.2, 1.8 Hz, 1H), 4.79 (d, J=5.9 Hz, 2H), 4.33 (s, 4H), 2.28 (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,83647-43-2, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CHUPAK, Louis S.; ZHENG, Xiaofan; WO2015/34820; (2015); A1;,
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Synthetic Route of 60666-70-8, 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. 60666-70-8, name is (2-Bromo-5-chlorophenyl)methanol. A new synthetic method of this compound is introduced below.

General procedure: A mixture of64(1.075g, 5.5mmol), 1-bromo-4-chlorobenzene (1.03g, 5.4mmol), Cs2CO3(2.28g, 7mmol) and BINAP (0.05 equiv) in toluene (60mL) was purged with N2, Pd(OAc)2(110mg, 0.22mmol) was added and the mixture was stirred under reflux for 16h, then cooled, diluted with EtOAc, filtered and evaporated. The residue was chromatographed on silica gel, with EtOAc/CH2Cl2(2:1) eluting24(0.62g. 37percent)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60666-70-8, (2-Bromo-5-chlorophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Flanagan, Jack U.; Atwell, Graham J.; Heinrich, Daniel M.; Brooke, Darby G.; Silva, Shevan; Rigoreau, Laurent J.M.; Trivier, Elisabeth; Turnbull, Andrew P.; Raynham, Tony; Jamieson, Stephen M.F.; Denny, William A.; Bioorganic and Medicinal Chemistry; vol. 22; 3; (2014); p. 967 – 977;,
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