Tag: M.W=100-200

Synthetic Route of 6962-92-1, 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. 6962-92-1, name is 4-Chlorobutyl acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 10 (0.40 g, 1.4 mmol) and 4-chlorobutyl acetate (0.25 g, 1.7 mmol) were dissolved in dimethyl acetamide (10 ml). Potassium carbonate (0.24 g, 1.7 mmol) and potassium iodide (47.5 mg, 0.286 mmol) were added to the resulting solution, and then the solution was stirred at 70 C. for 6 hours. After cooling the solution to room temperature, 1 N hydrochloric acid was added to the solution, followed by extraction with ethyl acetate. The organic layer obtained by extraction was washed once with saline, and sodium sulfate was added to the washed organic layer. The obtained organic layer was filtered to collect the filtrate, and then the solvent was distilled off from the filtrate under reduced pressure. The resulting residue was purified by flash column chromatography to obtain Compound 11 (0.49 g) in the form of a pale yellow oil.

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, 4-Chlorobutyl acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FUJIFILM Corporation; FUKUSHIMA, Yuki; GOTO, Ryoji; US2019/177268; (2019); A1;,
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Reference of 455-68-5, 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. 455-68-5 name is Methyl 3-fluorobenzoate, This 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.

General procedure: A round bottom centrifuge tube containing catalyst 4 (6.7 mol percent based on the percent phosphorus determined by elemental analysis or as otherwise stated in the footnotes of the corresponding Tables) was equipped with a rubber septum and two magnetic stir bars for extra stirring efficiency. After flushing the tube with argon, it was charged via syringe with a higher ester (5 mmol) and MeOH (5 mL) for transesterifications. For amidations, the tube was similarly charged with an ester (2 mmol), amino alcohol (2 mmol), and THF (3 mL). The reaction mixture was vigorously stirred at room temperature (23-25 ¡ãC) and progress of the reaction was monitored by thin layer chromatography. Upon completion of the reaction, the reaction mixture was filtered through Whatman No. 1 filter paper and washed with 3 .x. 10 mL of THF. The combined organics were subjected to short-path silica gel chromatography (0-20percent ethyl acetate in hexanes v/v) to obtain an analytically pure product. In the case of amides, products were purified using a short-path silica gel column eluted with dichloromethane/methanol (95:5, v/v).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3-fluorobenzoate, and friends who are interested can also refer to it.

Reference:
Article; Chintareddy, Venkat Reddy; Ho, Hung-An; Sadow, Aaron D.; Verkade, John G.; Tetrahedron Letters; vol. 52; 49; (2011); p. 6523 – 6529;,
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These common heterocyclic compound, 52273-79-7, name is Ethyl 2-(3-aminophenyl)acetate, 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. Recommanded Product: Ethyl 2-(3-aminophenyl)acetate

General procedure: 4-bromobenzenesulfonyl chloride (3 g) and 3-aminobenzylalcohol (3 g) were stirred in dichloromethane (50 mL) containing pyridine (3 mL) for 3 h at room temperature. The mixture was poured into acidified water (HCl), and extracted with ethyl acetate (250 mL). The organic was washed with water and saturated NaCl solution, dried (Na2SO4), the solvent was evaporated and the desired product obtained as a white solid, washed with ether and recrystallised from ethyl acetate / petrol to give 4-bromo-N-(3-(hydroxymethyl)phenyl)benzenesulfonamide as white crystals.

The synthetic route of Ethyl 2-(3-aminophenyl)acetate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Greig, Iain R.; Coste, Emmanuel; Ralston, Stuart H.; Van ‘T Hof, Robert J.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 3; (2013); p. 816 – 820;,
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Synthetic Route of 2150-37-0, 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. 2150-37-0, name is Methyl 3,5-dimethoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 168 g (0.86 mol) of methyl 3,5-dimethoxy benzoate in 0.42 L of acetonitrile was cooled down to 0 C. on an ice bath under nitrogen atmosphere. A suspension of 456 g (1.3 mol) of SelectFluor: 1-chloromethyl-4-fluoro-1,4-diazobicyclo[2.2.2] octane bis(tetrafluoroborate) in 8 L acetonitrile was added keeping the temperature close to 0 C. The reaction was stirred overnight warming up to room temperature. The next day, the reaction mixture was poured into 5 L of the sodium carbonate solution and extracted with 20 L of t-butylmethyl ether. The organic layer was washed with 1.875 L of brine, dried with sodium sulfate, filtered and evaporated. The crude mixture was separated by Biotage column chromatography eluting with a gradient of heptane:EtOAc 30:1(18 L) to 25:1(18 L) to 20:1(27 L) to 15:1(27 L) to obtain 73.6 g (40% ) of the title compound. MS (APCI) (m+1)/z 215.1.

The synthetic route of Methyl 3,5-dimethoxybenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chivikas Connolly, Cleo J.; Deur, Christopher James; Hamby, James Marino; Hoyer, Denton Wade; Limberakis, Chris; Reed, Jessica Elizabeth; Schroeder, Mel Conrad; Taylor, Clarke; US2004/19210; (2004); A1;,
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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. 924-99-2, name is Ethyl 3-(dimethylamino)acrylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C7H13NO2

a) Ethyl 2-[(2,5-difluorophenyl)carbonyl]-3-(dimethylamino)-2-propenoateA solution of 2,5-difluorobenzoyl chloride (5.26 g, 29.8 mmol) in toluene (100 mL) was treated with ethyl-3-(dimethylamino)-2-propenoate (5.27 g, 36.8 mmol), followed by triethylamine (5.9 mL, 42.5 mmol). The mixture was stirred at 9O0C for 6.5 h then allowed to cool, and the precipitate removed by filtration. The filtrate was concentrated under reduced pressure to give a residue which was purified by flash chromatography (silica gel,50-100% diethyl ether in petroleum ether [b.p. 40-600C]) to give the title compound as a yellow oil (0.95 g); ESMS m/z 284.4 [M+H]+.

The synthetic route of 924-99-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; PLIVA-ISTRAZIVACKI INSTITUT D.O.O.; WO2006/50942; (2006); A1;,
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Reference of 82782-85-2, The chemical industry reduces the impact on the environment during synthesis 82782-85-2, name is Methyl 4H-thieno[3,2-b]pyrrole-5-carboxylate, I believe this compound will play a more active role in future production and life.

General procedure: A solution of pyrrole 1 (0.20 g, 1.10 mmol) in anhydrous THF (2 ml) was added to a stirred suspension of NaH (55.0 mg, 2.29 mmol) (pre-rinsed with anhydrous hexane from a 55% dispersion in mineral oil) in anhydrous THF (10 ml) under an argon atmosphere, and the mixture was stirred for 30 min. Then a solution of iodomethane (0.14 ml, 2.19 mmol) in THF (5 ml) was added dropwise, and the mixture was stirred at 40C until the starting pyrrole was consumed (TLC control). The mixture was cooled and quenched with saturated NH4Cl solution, the product was extracted with CH2Cl2 (3¡Á20 ml). The solvent was evaporated, the residue was purified by column chromatography on SiO2 (light petroleum-ethylacetate, 5:1) to give 0.17 g (79%) of compound 2a as slightly yellow crystals, mp 62-63C. IR (nu/cm-1): 1710, 1695, 1532, 1464, 1445, 1378,1369, 1235, 1209, 1179, 1095, 1075, 962, 728. 1H NMR (500 MHz,CDCl3) delta: 3.86 (s, 3H, OMe), 4.06 (s, 3H, NMe), 6.95 (d, 1H, H-3,J 5.4 Hz), 7.18 (s, 1H, H-6), 7.34 (d, 1H, H-2, J 5.4 Hz). 13C NMR(125 MHz, CDCl3) delta: 51.3 (NMe, OMe), 109.0 (C6), 110.0 (C3), 114.8(C6a), 121.9 (C5), 129.13 (C2), 138.0 (C3a), 164.6 (CO2Me).

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, Methyl 4H-thieno[3,2-b]pyrrole-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Torosyan, Seda A.; Zagitov, Vadim V.; Gimalova, Fanuza A.; Biglova, Raisa Z.; Miftakhov, Mansur S.; Mendeleev Communications; vol. 28; 2; (2018); p. 192 – 194;,
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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. 18595-12-5, name is Methyl 5-amino-2-methylbenzoate, A new synthetic method of this compound is introduced below., Safety of Methyl 5-amino-2-methylbenzoate

2-Methyl-5-cyanobenzoic Acid Methyl Ester (42). CuCN (228 mg, 2.5 mmol) was suspended in distilled water (2 mL). NaCN (353 mg, 7.2 mmol) was added with vigorous stirring, and the internal temperature was kept below 40 C. until all the CuCN went into solution. A suspension of amine 41 (350 mg, 2.1 mmol) in water (4 mL) and conc. HCl (0.7 mL) was stirred and cooled in an ice bath. When the temperature reach 5 C., a solution of NaNO2 (190 mg, 2.8 mmol) in water (0.6 mL) was added dropwise at 5 C. When all the NaNO2 was added, the solution was added dropwise the NaCN/CuCN solution at 0 C. A few drops of methanol were added to keep the foaming under control. Stirring was continued for 3 h at 23 C. The suspension was extracted with EtOAc, and the organic layers were dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give compound 42 (115 mg, 31%) as a colorless oil, Rf=0.63 (hexane:EtOAc=1:1). 1H NMR (400 MHz, CDCl3): delta 8.08 (d, 1H, J=1.7 Hz), 7.56 (dd, 1H, J=1.7 and 7.9 Hz), 7.28 (d, 1H, J=7.9 Hz), 3.83 (s, 3H), 2.56 (s, 3H). 13CNMR (100 MHz, CDCl3): delta 165.7, 145.5, 134.4, 134.1, 132.4, 130.3, 117.8, 109.7, 52.1, 21.8.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS; PURDUE RESEARCH FOUNDATION; US2011/269834; (2011); A1;,
Ester – Wikipedia,
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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. 18595-14-7, name is Methyl 4-amino-3-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 18595-14-7

A solution of sodium nitrite (4.60 g, 66.6 mmol, 1.10 equiv) in water (50 mL) was added slowly to a pre-cooled (-10 C) mixture of methyl 4-amino-3-methylbenzoate (12-1, 10.0 g, 60.5 mmol, 1 equiv) and concentrated aqueous hydrochloric acid solution (12 M, 15.1 mL, 182 mmol, 3.00 equiv) in water (75 mL) at a rate that kept the reaction mixture temperature below 0 C. Following the addition, the reaction mixture was stirred at -5 C for 30 min, then filtered. A solution of sodium tetrafluoroborate (20.0 g, 182 mmol, 3.00 equiv) in water (100 mL) was immediately added to the cold filtrate. The precipitate was filtered and washed with ice-cold water (70 mL). The remaining solid was air-dried to give 4-(methoxycarbonyl)-2-methylbenzenediazonium tetrafluoroborate as a white solid. A suspension of this product (16.0 g, 60.6 mmol, 1 equiv), potassium acetate (14.9 g, 152 mmol, 2.50 equiv) and 18- crown-6 (1.60 g, 6.06 mmol, 0.100 equiv) in chloroform (300 mL) was stirred at 23 C for 5 h. The reaction mixture was filtered and concentrated. The residue was partitioned between water and EtOAc (300 mL). The organic layer was washed with brine, dried over sodium sulfate and concentrated to give methyl lH-indazole-5-carboxylate (12-2) as a light orange solid. LRMS m/z (M+Eta) 177.1 found, 177.1 required.

The synthetic route of 18595-14-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2006/86255; (2006); A2;,
Ester – Wikipedia,
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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. 20602-77-1, name is 3-(Dimethylamino)propyl methacrylate, A new synthetic method of this compound is introduced below., Quality Control of 3-(Dimethylamino)propyl methacrylate

The first two steps to provide 2-chloro-l ,3,2-dioxaphospholane oxide were previously described and carried out according to the methods of Lucas7 and Edmundson 8.Methoxyethyl- l ,3,2-dioxaphospholane oxide was prepared as described in Example 1. The 3- (dimethylamino)propyl methacry.ate was synthesised according to the procedure described in Scheme II.3-(dimethylamino) propanol (0.02 mol) was blended in an oven dried round bottom flask, flushed with Ni, with anhydrous diethyl ether (60mL) and triethylamine (0.04 mol). The mixture was cooled down to -10C. Methacryloyl chloride (0.02 mol) in 7ml anhydrous diethyl ether was added dropwise to the reaction mixture over 30 min, maintaining the temperature at – 10C under N2. After the addition, the mixture was stirred and allowed to warm up slowly to room temperature overnight (20h). The triethylammonium chloride salt was filtered through celite and glass wool and washed thoroughly with diethyl ether. The solvent was removed via rotary evaporation and the product was purified by distillation under reduced pressure (40C at 0.5 mm Hg) to afford a yield of 75%. NMR (400 MHz, CDCI3) delta ppm: 1 .85 (dt, J=8 and J=8, 2H, -CH2-CHj-CH ), 1 .95 (s, 3H, CH3- C=CH2), 2.22 (s, 6H, -N(CH 2), 2.36 (t, J=8. 2Eta, -N-CH?-), 4.20 (t, J=8, 2Eta, -C/_ 0-C=0), 5.55 (d, J=4, 1Eta, Ci?=C-) and 6.10 (d, J=4, 1 Eta, CH2=C-) ; UC NMR ( 100 MHz, CDC13) delta ppm: 18.30 (CH3-C=CH2-), 27.00 (-CH2-CH2-CH2-), 45.47 (CH3-N-CH3), 56.30 (CH2-N-(CH3)2), 63.02 (-CH2- O-OO), 125.24 ( H2=C-), 136.43 (CH2=C-CH3).. 167.40 (0-C=0); FT-IR vmax / cm’ 1 : 2934 (CH3, CH2 St.), 1732 (0-C=0 st.), 1677 (C=C st), 1 154 (C-C-N bend), 1036 (C-O-C St.); ESI LCMS for C9H 1802N found m/z 172.1329 (M+H]+ (calculated 172.1338).The methoxyethyl-l ,3,2-dioxaphospholane oxide obtained ( 1 equivalent) was blended in an oven- dried glass bottle (SCHOTT Duran lOOmL) with previously synthesised 3-(dimethylamino)propyl meihacrylate ( 1 equivalent) and 2000 ppm of 2-methoxyphenol (Aldrich) with freshly distilled acetonitriie (2.6 molar). The mixture was stirred at 120C for 24 hours. At the completion of the reaction, most of the acetonitriie was removed in a stream of nitrogen. The remaining yellow/brown oil was dissolved in a minimum amount of anhydrous methanol and reprecipitated from anhydrous diethyl ether. This process was repeated 3 times. The crude oil was purified by silica gel column chromatography using a mixture of acetonitrile/methanoVwater in a ratio of 4/171 , respectively, yielding a transparent viscous oil. The oil was completely dried from water when dissolved in a small amount of acetoiiitrile and dried over MgS04 for 1 hour. The compound was dried under a stream of N and finally under high vacuum (yield = 46%). NMR (400 MHz. D20) delta ppm: 1.81 (s, 3H, CH,-OCH2-), 2.1 1 to 2. 18 (m, 2H, CH2-CV/ CH2-), 3.08 (s, 6H, CHjW-CHs), 3.28 (s, 3H, C fj-O-), 3.42 to 3.46 (m, 2H, -CJfc-N*-), 3.53 to 3.58 (m, 4H, -CH2-O and -CH2-N+-), 3.87 to 3.91 (m, 2Eta, -CH O-P=0), 4.16 to 4.18 (m, 4Eta, -CH O-P=0 and -CH2-0-C=0), 5.62 (d, J=4, Iota Eta, CH2=C-) and 6.03 (d, J=4, 1 Eta, CH2=C-); 31P NMR ( 162 MHz, D20) delta ppm: -0.32 ; l 3C NMR ( 100 MHz, D20) delta ppm: 17.27 (CH3-C=CH2-), 21.76 (CH CH2-CH2- ), 51.45 (CH3-N+-CW3), 58.06 (CH3-0-CH2-), 59.13 (-CH2-0-C=0), 61.85 (-CH2-0-P=0), 62.78 (- CHi-W-CH2-)t 64.67 (-CH2-N+-CH2-), 64.73 (-CH2-0-P=0), 71.46 (CH3-0-CH2-), 127.01 (CH2=C- ), 135.60 (CH2=C-CH3), 169.44 (O-OO); FT-IR vmax / cm’1 : 2959 (CH2 St.), 1717 (0-C=0 St.), 1637 (C=C st.), 1456 (-N^CH^ def.), 1298 (P=0 St.), 1239 (C-O-C St.), 1 160 (C-N bend), 1059 (P- O-C St.), 950 (-N(CH3)2 St.), 842 (CH2), 786 (CH2); ESI LCMS for C4H29NO7P found /z 354.1679 [M+H]+ (calculated 354.1682) and CMH2SN07PNa found m 376.1497 [M+Na]+ (calculated 376.1 501).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BIOINTERACTIONS LIMITED, UNIVERSITY OF READING; SANDHU, Shivpal, S.; RAISIN-DADRE, Fanny; MCKENDRICK, John, Ennis; RHODES, Alan; ONIS, Simon, Jon; WO2012/175923; (2012); A1;,
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Synthetic Route of 6290-49-9, 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. 6290-49-9, name is Methyl 2-methoxyacetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In a 1000 ml four-necked flask, 102 g (0.98 mol) of methyl methoxyacetate and 75 g (1.25 mol) of methyl formate were added, and the temperature was lowered to 10 C. with stirring.60 g (1.11 mol) of sodium methoxide was added in portions, and the temperature was controlled to not exceed 30 C.After the addition of sodium methoxide, the reaction was stirred at 25 C for 2h, and the temperature was raised to 36 C for 4h.At the end of the reaction, the temperature was lowered and suction filtered. The solid product content was 98.0%, and the yield was 92.0%.

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

Reference:
Patent; Jiangsu Kuai Da Agrochemical Co., Ltd.; Lin Longlong; Wu Feng; Cao Weidong; Xia Xiaofeng; (4 pag.)CN110759829; (2020); A;,
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