Tag: M.W=100-200

Reference of 4911-54-0, 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. 4911-54-0, name is Ethyl 4-methylpent-4-enoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The reaction is carried out as described in Example 8 but using catalyst 4a (7.6 mg, 0.01%) in THF (5 ml) and KOMe (0.63 g, 9 mmol) in ethyl 4-methylpent-4-enoate 11 (12.9 g, 91 mmol) and THF (58 ml). Standard work-up gave a slightly yellow crude oil (5.6 g, 61%) which contained 4-methylpent-4-en-l-ol 12 of 100% purity according to GC. The analytical data of 4-methylpent-4-en-l-ol 12 were identical with the ones obtained from commercial samples of this compound.

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, Ethyl 4-methylpent-4-enoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GIVAUDAN SA; GEISSER, Roger Wilhelm; GOEKE, Andreas; SCHROEDER, Fridtjof; WO2013/171302; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 7778-83-8, 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 7778-83-8 as follows.

General procedure: To a deoxygenated solution of ethyl cinnamate (176 mg, 1 mmol)and NaN3 (98 mg, 1.5 mmol) in anhydrous MeCN, a deoxygenatedsolution of CAN (1.370 g, 2.5 mmol) in the same solvent (10 mL)was added dropwise at 0 C and stirred well. H2O (400 mL) wasadded to the reaction mixture and the aqueous layer was extractedwith CH2Cl2 (4 × 150 mL). The combined organic extracts werewashed with H2O (2 × 100 mL), and dried over anhydrous Na2SO4.The crude residue, on treatment with anhydrous NaOAc (123 mg,1.5 mmol) in anhydrous acetone (5 mL), followed by usual workupand purification by silica gel column chromatography using petroleumether-EtOAc (98:2) as eluent, afforded 2a as a pale yellowviscous liquid.

According to the analysis of related databases, 7778-83-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Hu, Manman; He, Xinwei; Niu, Zhiqiang; Yan, Zhenglei; Zhou, Fuyin; Shang, Yongjia; Synthesis; vol. 46; 4; (2014); p. 510 – 514;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 29006-01-7, 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. 29006-01-7 name is Methyl 4-methoxybutanoate, 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.

Methyl 4-methoxybutyrate 1a (1.6 g, 12.1 mmol) was added to 50 mL of tetrahydrofuran, and the temperature was lowered to -78 C.using a dry ice-acetone bath. Lithium bis-trimethylsilylamide (12.7mL) was addedslowly. 12.7 mmol). After completion of the addition, the reaction was stirred for 1 hour.Trimethylchlorosilane (1.31 g, 12.1 mmol) was added. The reaction was continued for 20 minutes with the addition of N-bromosuccinimide(2.15 g, 12.1 mmol). ), The reaction was stirred for 2 hours.The dry ice-acetone bath was removed, the temperature of the reaction solution was naturally raised to room temperature, thereaction was quenchedwith saturatedammonium chloride solution, the reaction solution was extracted with ethyl acetate (50 mL×3), the organic phases were combined, and the organic phases were separately used with water(50 mL). It was washed with sodium chloride solution (50 mL), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure.The resulting residue was purifiedby silica gel column chromatographyusing eluent system B to give the title product 1b (900 mg, colorless oil).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-methoxybutanoate, and friends who are interested can also refer to it.

Reference:
Patent; Jiangsu Hengrui Pharmaceutical Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; Yang Fanglong; Chi Jiangtao; He Feng; Tao Weikang; (33 pag.)CN107793396; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 2495-35-4,Some common heterocyclic compound, 2495-35-4, name is Benzyl acrylate, molecular formula is C10H10O2, 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.

General procedure: The catalyst precursor in form of a 0.04 M CuSO4 and 0.004 M CoCl2 solution was added to a solution of the alkene/alkyne compound in methanol. The reaction was started by adding an initial portion of NaBH4, resulting in a color change to black (in situ prepared catalyst) and vigorous gas evolution. Additional portions of NaBH4 were added in intervals of typically three or four minutes. The reaction itself was carried out at room temperature and normal atmosphere. However, generation of heat due to the exothermic character of the reaction usually heated the reaction mixture to 30-40 C. Cooling is generally not necessary in small scale. For large scale reactions a reflux condenser was used. The higher reaction temperature did not influence the reaction yield. The reaction mixture was finally quenched by adding 2 M H2SO4. Work up was carried out by extracting the water/methanol phase with DCM. The catalyst in general stays within the water/methanol layer. Drying the DCM layer with MgSO4 followed by filtration removes all remaining catalyst particles. The drying agent was filtered of and the DCM was removed in vacuo.

The synthetic route of 2495-35-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ficker, Mario; Svenningsen, S°ren W.; Larribeau, Thomas; Christensen, J°rn B.; Tetrahedron Letters; vol. 59; 12; (2018); p. 1125 – 1129;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 14062-29-4, name is Ethyl 2-(3-chlorophenyl)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. Product Details of 14062-29-4

General procedure: To a solution of ester 8 (20 mmol) in anhydrous ethyl ether was added ethyl formate (3.2 mL,40 mmol) at 0oC. Then sodium (0.92 g, 40 mmol) was added slowly. The reaction mixture wasstirred at room temperature. After completion of the reaction, the mixture was poured into icewater and extracted with Et2O (3×30 mL). The aqueous phase was acidified with a solution of 2NHCl to PH 3. Followed an extraction with Et2O (3×30 mL) and the organic layers were combined,dried over Na2SO4, filtered and concentrated in vacuum, leading to aldehyde 9 as a yellow oil which was used in the next step without further purification. Then 9 was dissolved in anhydrousdichloromethane and p-methoxyaniline (2.95 g, 24 mmol) was added, the reaction mixture wasstirred overnight at room temperature, the solvent was evaporated and the residue was subjected tochromatography to afford -enamino ester 1.

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

Reference:
Article; Shu, Chang; Hu, Xiao-Yan; Li, Shuai-Shuai; Yuan, Wei-Cheng; Zhang, Xiao-Mei; Synlett; vol. 25; 13; (2014); p. 1879 – 1882;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 14062-29-4, name is Ethyl 2-(3-chlorophenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 14062-29-4

Part A: Diethyl 2-oxo-3-(3-chlorophenyl)succinate. This compound is prepared according to the method of Klioze and Ehrgott (U.S. Pat. No. 4,216,218) from diethyl oxalate and ethyl (3-chlorophenyl)acetate.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 14062-29-4.

Reference:
Patent; Moorman, Allan R.; Romagnoli, Romeo; Baraldi, Pier Giovanni; US2003/73733; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 39552-81-3, name is Methyl 2-(4-aminophenyl)acetate, A new synthetic method of this compound is introduced below., Product Details of 39552-81-3

A solution of chloride 19 (992 mg, 5 5 mmol) and aniline 50 (1.99 g, 12.0 mmol) in DMSO (30 mL) was heated at 100 C for 6 h and then 20 C for 16 h. The solution was partitioned between EtOAc (200 mL) and water (200 mL), the organic fraction washed with water (2 x 100 mL), dried, and the solvent evaporated. The residue was chromatographed, eluting with 10% EtOAc/DCM, to give the 1-oxide 51 (1.05 g, 61%) as a yellow solid, mp (EtOAc/DCM) 216-218 C; 1H NMR [(CD3)2SO] delta 10.00 (s, 1 H, NH), 8.24 (d, J = 8 3 Hz, 1 H, H-8″), 7.82 (d, J = 8.4 Hz, 2 H, H-2′, H-6′), 7.79 (dd, J = 8.2, 7.3 Hz, 1 H, H-6″), 7.70 (d, J = 8 2 Hz, 1 H, H-5″), 7.40 (dd, J = 8.3, 7.3 Hz, 1 H, H-7″), 7.22 (d, J = 8 4 Hz, 2 H, H-3′, H-5′), 3.67 (s, 3 H, OCH3), 3.60 (s, 2 H, H-2), 13C NMR [(CD3)2SO] delta 171.7 (C-1), 156.3 (C-3″), 147.9 (C-4a”), 138.1 (C-4′), 135.6 (C-6″), 131.9 (C-8a”), 129.4 (C-2′, C-6′), 128.3 (C-1′), 126.7 (C-5″), 125.5 (C-7″), 119.9 (C-8″), 119.7 (C-3′, C-5′), 51.7 (OCH3), 40.1 (C-2); Anal. calc. for C16H14N4O3: C, 61 9; H, 4.6; N, 18.1; found C, 62 3; H, 4.8; N, 18.1 %.

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; Auckland Uniservices Limited; EP1468688; (2004); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 25415-67-2,Some common heterocyclic compound, 25415-67-2, name is Ethyl 4-methylpentanoate, molecular formula is C8H16O2, 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.

Ethyl 4-methyl valerate (1.20 g, 8.3 mmol) was added to LDA (M, 9.0 mL, 9.0 mmol) in dry THF (20 mL) at -78 C. under an argon atmosphere. After 50 mins ALA iodide (2.0 g, 5.34 mmol) [as made in Example 1, Part 3] in HMPA (5 ML) was added dropwise. The reaction mixture was stirred for 4 hours at -78 C. and then was quenched with saturated ammonium chloride solution (20 mL), and the cooling bath was removed. Once the reaction reached RT, the product was extracted with diethyl ether (2*25 mL). The combined ether extracts, were washed with water. Toluene (20 mL) was added and the solution was dried over sodium sulfate, filtered, and concentrated. The remaining oil (2.8 g) was purified by column chromatography on silica gel (75 g), eluting with 100% heptane followed by 1% ethyl acetate in heptane. The experiment generated 2-isobutyl-eicosa-11,14,17-trienoic acid ethyl ester 12 (1.4 g, 70% yield) as a colorless oil. 1H NMR (300 MHz, CDCl3/TMS): delta 5.36 (m, 6H), 4.10 (q, 2H, J=6.9 Hz), 2.79 (m, 4H), 2.38 (m, 1H), 2.10-1.98 (m, 4H), 1.1.53 (m, 1H), 1.40-1.25 (m, 10H), 1.00-0.82 (m, 12H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 4-methylpentanoate, its application will become more common.

Reference:
Patent; Jiva Pharma Inc.; Goel, Om P; (18 pag.)US10125078; (2018); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 40637-56-7, name is Dimethyl 2-allylmalonate, A new synthetic method of this compound is introduced below., Application In Synthesis of Dimethyl 2-allylmalonate

General procedure: A 50 mL Schlenk tube containing NaH (60% in mineral oil, 240 mg, 6 mmol)was evacuated and filled with argon (3x). THF (10 mL) was added and thesuspension was cooled in ice/water bath. Appropriately substituted dimethyl(allyl)malonate (5 mmol) was added dropwise (caution, hydrogen evolution),then cooling bath was removed and the reaction mixture was stirred at rt for 30min. Then substituted propargil bromide or methanesulfonate (6 mmol) wasadded and the reaction mixture was stirred at rt for 1h. The mixture wasquenched with NH4Cl(aq.) (20 mL) and extracted with MTBE (3 × 20 mL). Combined organic extractswere dried (Na2SO4), concentrated and crude product was purified by column chromatography onsilica gel (50 g column, 98:2 ? 95:5 hexanes/EtOAc).

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:
Article; Kocoj, Ma?gorzata; Jarosi?ska, El?bieta; Cha?adaj, Wojciech; Synlett; vol. 29; 10; (2018); p. 1319 – 1323;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 80051-07-6, These common heterocyclic compound, 80051-07-6, name is Methyl 4-(1-aminoethyl)benzoate, 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.

General procedure: To a stirred solution ofthe corresponding amine (2 mmol) in anhydrous CH2Cl2 containing drytriethylamine (5 mmol) a solution of 3 or 15a-c (2.5 mmol) in anhydrousCH2Cl2 (5 mL) was added dropwise over 15 min at 0 C. Afterstirred for another 5 h at room temperature, water was added, and themixture was extracted with CH2Cl2. The combined organic phase wasdried (Na2SO4) and filtered to obtain the crude products, which werepurified by column chromatography using silica gel and a CH2Cl2/MeOH mixture. (CH2Cl2: MeOH=100:1)

Statistics shows that Methyl 4-(1-aminoethyl)benzoate is playing an increasingly important role. we look forward to future research findings about 80051-07-6.

Reference:
Article; Hu, Jinhui; An, Baijiao; Pan, Tingting; Li, Zhengcunxiao; Huang, Ling; Li, Xingshu; Bioorganic and Medicinal Chemistry; vol. 26; 21; (2018); p. 5718 – 5729;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics