Tag: M.W=100-200

2050-25-1 , The common heterocyclic compound, 2050-25-1, name is 2-(2-(Benzyloxy)ethoxy)ethanol, molecular formula is C11H16O3, 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 suspension of sodium hydride, 60% w/w in mineral oil (0.92 g, 22.9 mmol) in DMF (5 mL) was added a solution of 2-(2-(benzyloxy)ethoxy)ethanol (commercially available from for example Aldrich) (2.74 mL, 15.29 mmol) in DMF (5 mL) at 0 C. After stirring for 25 min, 1,4-dibromobutane (commercially available from for example Aldrich) (14.9 g, 68.8 mmol) dissolved in DMF (5 mL) was added dropwise to the mixture. The reaction was warmed to ambient temperature and stirred under an atmosphere of nitrogen for 2.5 hours. A further aliquot of sodium hydride, 60% w/w in mineral oil (0.92 g, 22.9 mmol) was added and the reaction was stirred at 0 C. for 30 minutes and at ambient temperature for 30 minutes. A final aliquot of sodium hydride, 60% w/w in mineral oil (0.92 g, 22.9 mmol) was added and the reaction stirred at ambient temperature for 2 hours then left standing overnight. The reaction mixture was filtered through celite and the solid washed with DCM. The filtrate was partitioned between DCM (30 mL) and water (30 mL). The organic extract was washed with brine (2¡Á30 mL), dried using a hydrophobic frit, and concentrated under reduced pressure. The product was purified by chromatography on silica using a using a gradient elution from 0% to 80% methyl tert-butyl ether in cyclohexane to afford the title compound (3 g, 9.06 mmol, 59% yield). LCMS RT=1.19 min, ES+ve m/z 331.2/333.2 [M+H]+.

According to the analysis of related databases, 2050-25-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Crews, Craig M.; Buckley, Dennis; Ciulli, Alessio; Jorgensen, William; Gareiss, Peter C.; Van Molle, Inge; Gustafson, Jeffrey; Tae, Hyun-Seop; Michel, Julien; Hoyer, Dentin Wade; Roth, Anke G.; Harling, John David; Smith, Ian Edward David; Miah, Afjal Hussain; Campos, Sebastien Andre; Le, Joelle; US2014/356322; (2014); A1;,
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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 39590-81-3 as follows., 39590-81-3

Step 3: Into a 2 L 3 necked round bottomed flask were placed a solution of cyclopropane-1,1- diyldimethanol (42 g, 410 mmol) in DCM (200 mL) and DMAP (126 g, 1.03 mol). The mixture was treated with a solution of TsC1 (173 g, 907 mmol) in DCM (500 mL) dropwise, while cooling to 0 C, over 30 mm. The resulting solution was allowed to stir for 2.5 h at roomtemperature. The reaction mixture was washed with H20, HC1 (iN) and brine, dried over Na2504 and concentrated under reduced pressure. This resulted in cyclopropane-1,1- diyldimethanediyl bis(4-methylbenzenesulfonate) as a solid

The chemical industry reduces the impact on the environment during synthesis 39590-81-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIM, Jongwon; ALTMAN, Michael, D.; BRUBAKER, Jason, D.; GIBEAU, Craig, R.; (187 pag.)WO2016/144846; (2016); A1;,
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702-98-7, 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. 702-98-7, name is 2-Methyladamantan-2-ol, molecular formula is C11H18O, 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.

4.67 g (28 mmol) of 2-methyl-2-adamantanol, 2.77 g (35 mmol) of pyridine and 30 mL of drytetrahydrofuran were added to a 100 mL three-necked flask equipped with a drying tube containing calcium chloride and adropping funnel And the mixture was stirred with a magnetic stirrer under ice cooling. A dropping funnel was charged with asolution of 4.42 g (39 mmol) of chloroacetyl chloride in 10 mL of dry tetrahydrofuran. This chloroacetyl chloride solution wasadded dropwise over 15 minutes under ice cooling, then the reaction solution was heated to 20 C. and stirred for 22 hours. Inthe GC analysis at this point, 2-chloroacetoxy-2-methyladamantane was 64.2 area%. This solution was poured into a beakercontaining 300 mL of ion exchanged water, the resulting mixture was extracted three times with 100 mL of diethyl ether, and 20g of anhydrous sodium sulfate was added to the combined organic phases and dried. The chromaticity of the organic phase atthis point was APHA over 1000 degrees and it was orange colored. The desiccant was removed by filtration and thenconcentrated under reduced pressure to obtain 7.99 g of crude 2-chloroacetoxy-2-methyladamantane as a brown oil. Theresidue was purified by silica gel column chromatography (silica gel: Wakosil (registered trademark) C-200 (Wako PureChemical Industries, 64 g, elution solvent: hexane / diethyl ether = 10: 1)) to obtain 5.03 g of 2-chloroacetoxy-2-methyladamantane (74% yield) as an ultrathin pale yellow solid. Further, the chromaticity of the liquid state obtained by heating and melting the obtained solid was APHA of about 300 C, and was colored in a pale yellow color.

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. 702-98-7, 2-Methyladamantan-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NIPPON LIGHT METAL COMPANY LIMITED; TSUTSUI, HIDEYUKI; KATO, TOMOKI; TOYAMA, TAKASHI; (10 pag.)JP2018/127408; (2018); A;,
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A common compound: 403-41-8, name is 1-(4-Fluorophenyl)ethyl Alcohol,molecular formula is C8H9FO, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 403-41-8

Step 1 1 -(4-Fluorophenyl)ethyl methanesulfonate A mixture of l-(4-fluorophenyl)ethanol (300 mg, 2.14 mmol, 1.0 eq), MsCI (293 mg, 2.57 mmol, 1.2 eq) and TEA (941 mg, 3.2 mmol, 1.5 eq) in DCM (5 mL) was stirred at room temperature overnight. TLC (PE/EA = 3/1) showed the starting material was consumed completely. The reaction was quenched with aqueous citric acid solution and then extracted with DCM (5 mL x 3). The organic phase was dried over Na2S04, filtered and concentrated to give l-(4-fluorophenyl)ethyl methanesulfonate (400 mg, yield 86%), which was used in next step without further purification.

With the rapid development of chemical substances, we look forward to future research findings about 403-41-8.

Reference:
Patent; BIOGEN MA INC.; KUMARAVEL, Gnanasambandam; PENG, Hairuo; XIN, Zhili; WO2015/188051; (2015); A1;,
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626-18-6, 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 626-18-6, name is 1,3-Benzenedimethanol. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 m-Hydroxymethylbenzyl chloride 1,3-benzenedimethanol (27.772 g, 0.201 mole) was charged to a 500 mL round-bottom flask equipped with a septum inlet and a nitrogen adapter connected to a gas scrubber. The mixture was placed in an ice bath and cooled to 0 C. Thionyl chloride (14.66 mL, 0.201 mole), dissolved in chloroform (200 mL) was added slowly via syringe and the mixture stirred at 0 C. for 15 minutes followed by continued stirring at room temperature for 18 hours. TLC analysis of a sample removed after one hour of stirring at room temperature showed little reaction product formed. After 18 hours, TLC analysis indicated that the product was present. The mixture was concentrated as in Example 1 and the residue purified on a silica gel column (700 g) using 1:3 ethyl acetate:hexane followed by 1:2 ethyl acetate:hexane. The title compound, m-hydroxymethylbenzyl chloride, was obtained as a colorless oil (19.39 g) in 61.6% yield. The results of Examples 1 and 2 demonstrate that greater than 50% yields of hydroxy halides were obtained by the method of the invention.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 626-18-6, 1,3-Benzenedimethanol.

Reference:
Patent; The DuPont Merck Pharmaceutical Company; US5637780; (1997); A;,
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311-86-4, 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. 311-86-4, name is 2-Bromo-3,3,3-trifluoropropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

Calcium hydroxide: 72.8 gAnd 332 g of water were added to a reaction flask equipped with a rectification apparatus,Heated to 90 C with stirring,163.8 g of 3,3,3-trifluoro-2-bromopropanol was added dropwise,Control the distillation head temperature of 38-40 ,After the addition of the reaction for 1.0 h,The yield of trifluoropropylene oxide was 80.3%.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 311-86-4, 2-Bromo-3,3,3-trifluoropropan-1-ol.

Reference:
Patent; Xi’an Modern Chemistry Research Institute; GU, YUJIE; LYU, JIAN; DU, YONGMEI; LYU, JING; LI, CHUNYING; WAN, HONG; MA, HUI; WANG, ZHIXUAN; WANG, BO; (5 pag.)CN103664833; (2016); B;,
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3973-18-0, 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. 3973-18-0, name is Propynol ethoxylate, molecular formula is C5H8O2, 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.

[Synthesis 10]Production of N-((lR,2R)-2-(2-((4-methylcyclohexa-l,4-dienyl)methoxy)ethylamino)-l,2-diphen ylethyl)-2-(trifluoromethyl)benzenesulfonamide hydrochlorideIn 31.6 ml of toluene, 8.07 g (26.1 mmol) of the above-described tosylates obtained in Synthesis 7 were dissolved. To this solution, 3.38 g (26.2 mmol) of DIPEA, 10.00 g (23.8 mmol) of (R,R)-0-TFTsDPEN and 4.34 g (26.2 mmol) of potassium iodide were added, followed by stirring at 135C for 6 hours. The reaction solution was concentrated and purified with a silica gel column chromatography to obtain 10.1 g of diamine (Yield: 74.5 %). Then, 110 ml of dichloromethane and 65.3 ml of HCl in methanol solution (IN) were added to 10.1 g (17.7 mmol) of the diamine, followed by stirring for 0.5 hours, and the solvent was removed to obtain 11.1 g of the target diamine hydrochloride. Yield: 93.9%?- MRCDMSO, 300MHz) 8:1.62(m, 3H), 2.60(s, 3H), 2.78-3.12(m, 2H), 3.52-3.70(m, 2H), 3.86(s, 2H) ,4.75(m,1H), 4.92(m, 1H), 5.40(m, 1H), 5.68(m, 1H), 6.75-7.35(m, 10H), 7.40(t, 1H), 7.50(t, 1H), 7.60(d, 1H), 7.75(d, 1H), 8.90(m, 1H), 8.98(brd, 1H), 9.92(brd, 1H);-57.16;HRMS (ESI):[M-C1]+ calcd for – HCl: 571.2237; found: 571.2244

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. 3973-18-0, Propynol ethoxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKASAGO INTERNATIONAL CORPORATION; TANAKA, Shigeru; TOUGE, Taichiro; NARA, Hideki; ISHIDA, Kenya; WO2013/65867; (2013); A1;,
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349-75-7, 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 349-75-7, name is (3-(Trifluoromethyl)phenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a well-stirred suspension of 216 mg (9.00 mmol) of sodium hydride in anhydrous THF was added (3.60 mmol) of 3-benzylalcohol in small portions over 15 min. A brown solution was formed after 30 min of stirring. A solution of 519 mg (3.00 mmol) 5-methyl-3-sulfonyl[1,2,4]triazine in anhydrous THF was added, and the resulting dark red solution was stirred for 30 additional min. After which 25 mL of saturated NaHCO3 solution was added, and the organic layers were extracted into Et2O, combined, dried over anhydrous Na2SO4, filtered, and concentrated to obtain a dark red oil. The residue was purified using column chromatography with hexane-ethyl acetate (50:50) to obtain the desired product.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 349-75-7, (3-(Trifluoromethyl)phenyl)methanol.

Reference:
Article; Gichinga, Moses G.; Olson, Jeremy P.; Butala, Elizabeth; Gilmour, Brian P.; Navarro, Hernan H.; Ivy Carroll; Tetrahedron Letters; vol. 52; 26; (2011); p. 3345 – 3346;,
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558-42-9 , The common heterocyclic compound, 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, 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.

Sulfur powder (0.727 g, 22.71 mmol) was added to a solution of (2-Me2NCH2C6H4)Li (3.20 g, 22.71 mmol) in THF (50 mL) and the reaction mixture was stirred at room temperature for 6 h. Then 1-chloro-2-methyl-2-propanol (2.32 mL, rho = 1.06 g/mL, 22.71 mmol) was added at 0 ¡ãC and the reaction mixture was stirred for additional 18 h. The solvent was removed under vacuum and the remained product was treated with toluene. The solid residue was filtered off and the solvent was removed at reduced pressure. The resulting yellow oil was further distilled at a pressure of 2¡¤10-2 mbar and compound 1 was isolated as the fraction separated at 95 ¡ãC. Yield: 3.21 g (48.27percent). Anal. Found: C 65.34, H 8.91, N 5.81percent; Calc. for C13H21NOS (M = 239.38): C 65.23, H 8.84, N 5.85percent. 1H NMR (CDCl3): delta 1.21s (6H, CCH3), 2.23s (6H, NCH3), 3.08s (2H, CH2S), 3.56s (2H, CH2N), 6.53s, (br., 1H, OH), 7.10m (3H, H3-5), 7.56d (1H, H6, 3JHH 7.7 Hz). 13C NMR (CDCl3): delta 28.67s (NCH3), 44.73s (CCH3), 52.25s (CH2S), 63.06s (CH2N), 70.26s (COH), 126.92s (C4), 128.97s (C5), 131.15s (C3), 135.14s (C6), 138.93s (C2), 139.19s (C1); 1H NMR (acetone-d6): delta 1.23s (6H, NCH3), 2.22s (6H, CCH3), 3.09s (2H, CH2S), 3.56s (2H, CH2N), 5.11s (1H, OH), 7.16-7.31m (3H, H3-5), 7.56d (1H, H6, 3JHH = 7.6 Hz).

The synthetic route of 558-42-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pop, Alexandra; Mitea, Raluca; Silvestru, Anca; Journal of Organometallic Chemistry; vol. 768; (2014); p. 121 – 127;,
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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 111-90-0 as follows., 111-90-0

A. 3-(4-(2-(2-ethoxyethoxy)ethoxy)-1,2,5-thiadiazol-3-yl)pyridine To a solution of 2-(2-ethoxyethoxy)ethanol (1.21 g, 9 mmol) and sodium hydride (310 mg, 9 mmol) in dry tetrahydrofuran was added a solution of 3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine (590 mg, 3 mmol) in dry tetrahydrofuran. The reaction mixture was stirred at room temperature for 2 h. Water was added and the mixture was extracted with ether. The ether phase was dried and evaporated to give the title compound.

The chemical industry reduces the impact on the environment during synthesis 111-90-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Novo Nordisk A/S; US5041455; (1991); A;,
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