Month: May 2021

Some common heterocyclic compound, 3681-71-8, name is cis-3-Hexenyl acetate, molecular formula is C8H14O2, 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. Application In Synthesis of cis-3-Hexenyl acetate

EXAMPLE 8 Preparation of cis 3-hexen-1-yl 3-(beta-naphthyl)-3-oxo-propionate Lithium diisopropylamide (133.0 mL of a 2.0 M solution, 0.266 mol) is placed into a 500 mL three-necked round-bottomed flask fitted with a magnetic stirrer, internal thermometer, argon inlet, and addition funnel. The flask is cooled to -78 C. cis 3-Hexenyl acetate (17.80 g, 0.125 mol) is dissolved in THF (10 mL) and the resulting solution added to the flask over 45 min. Once addition is complete, the mixture is stirred for an additional 15 min. before being treated with a solution of 2-naphthoyl chloride (22.51 g, 0.118 mol) dissolved in THF (30 mL) over 30 min. The mixture is warmed to -20 C. and stirred at that temperature for 18 h. After warming to 0 C., the mixture is quenched with 20% HCl (70 mL). The mixture is poured into a separatory funnel containing ether (150 mL) and water (250 mL). The aqueous layer is extracted with ether (150 mL). The combined organic layers are washed with saturated NaHCO3 solution (2*100 mL), water (2*150 mL) and brine (150 mL), dried over MgSO4 and filtered. The solvent is removed by rotary evaporation to give an orange/red oil. The oil is purified by column chromatography (elution with 2% ethyl acetate/petroleum ether) to yield a colorless oil having 1 H and 13 C NMR spectra consistent with the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3681-71-8, its application will become more common.

Reference:
Patent; The Procter & Gamble Company; US6100233; (2000); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 87808-49-9, The chemical industry reduces the impact on the environment during synthesis 87808-49-9, name is Methyl 2-bromo-4-methylbenzoate, I believe this compound will play a more active role in future production and life.

NBS (8.53 g, 48 mmol) was added to a solution of methyl 2-bromo-4- methylbenzoate (10.4 g, 45.6 mmol) in CCl4 (400 ml), followed by benzyol peroxide (441 mg, 1.82 mmol). The reaction mixture was then heated to reflux and after 2 h, the reaction mix became colorless. The mixture was allowed to cool to room temperature and before it was filtered. The filtrate was concentrated to give 12 g of crude material which was purified by column chromatography (440 g silica gel 60, 230-400 mesh, 10 then 20 % CH2Cl2/hexane) to give methyl 2-bromo-4-(bromomethyl)benzoate (5.07 g, 36 %) as a white solid. MS (m/z) 307.3(M+H+).

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 2-bromo-4-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; VITAE PHARMACEUTICALS, INC.; WO2008/124575; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 2967-93-3,Some common heterocyclic compound, 2967-93-3, name is Methyl 2-fluoro-5-methylbenzoate, molecular formula is C9H9FO2, 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.

A solution of methyl 2-fluoro-5-methylbenzoate (6.72 g, 40 mmol)Was added to the reaction flask, CC14 (1 OOmL) was added, NBS (7.47 g, 42 mmol) was added, AlphaIBN (1.29 g, 8 mmol)(100 mL) was added, washed with saturated NaCl (50 mL X3), dried over anhydrous magnesium sulfate, column chromatography (EpsilonAlpha: Rho = 1: 150), and the reaction mixture was heated to reflux. Afforded 6.4 g of white solid in 65% yield.

The synthetic route of 2967-93-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Chen Xiaoguang; Zhou Jie; Ji Ming; Yao Haiping; Zhou Qin; (57 pag.)CN107098886; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 18014-00-1, name is Dimethyl 2,5-dibromoterephthalate, belongs to esters-buliding-blocks compound, 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 18014-00-1, HPLC of Formula: C10H8Br2O4

2.5 g (10 mmol) of N, N-dibutylbenzene-4-boronic acid were dissolved in 30 ml of tetrahydrofuran, Then 2 ml of water was added, 2.12 g (20 mmol) of sodium carbonate, 1.05 g (3 mmol) of dimethyl 2,5-dibromoterephthalate, 120 mg of tetraphenylphosphine palladium, Reaction under nitrogen for 12 hours; After the reaction is completed, Add 20ml of water to extract. Separate the organic phase, The aqueous phase is extracted three times with 20 dichloromethane. The combined organic phase, Drying over anhydrous sodium sulfate. Evaporate the methylene chloride, Column chromatography (petroleum ether: dichloromethane = 5: 1), Have a light yellow solid is the product, See formula V.

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, Dimethyl 2,5-dibromoterephthalate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lanzhou University; Zhang Haoli; Fan Zhiping; Xu Zhuguo; Shi Zifa; (14 pag.)CN105367451; (2017); B;,
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. 573-20-6, name is 2-Methylnaphthalene-1,4-diyl diacetate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 573-20-6

2-methyl- 1 ,4-naphthohydroquinone diacetate (3) (23.3 g) were in methanol (116.5 g) and water (11.6 g). Di-isopropylamine (9.04 g) was added and stirred at 20-25C. When the reaction was complete, the mixture was quenched with HCl(aq) and then extracted with ethyl acetate. The organic layer was washed with brine for twice. It was concentrated under reduce pressure and the crude was re-crystallized with ethyl acetate (35 g) and Heptane (116 g), thereby obtaining 9.21 g the title compound. (Yield: 69.3%, HPLC purity: 99.9%).

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 573-20-6.

Reference:
Patent; SUNNY PHARMTECH INC. THAIWAN; Tian, Jian He; Pang, Ju yi; Xu, Nai Xuan; (29 pag.)TW2016/15603; (2016); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 87808-49-9, 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. 87808-49-9, name is Methyl 2-bromo-4-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(2) A suspension of the Compound 2 (4.0 g), the Compound 3 (3.52 g), [1,1?-bis(diphenylphosphino) ferrocene]palladium(II) dichloromethane adduct (1.43 g), and potassium carbonate (7.24 g) in N,N-dimethylformamide (80 mE) was stirred at 80 C. under a nitrogen atmosphere for 6 hours. To the reaction mixture was added diethyl ether (200 mE), and the resulting mixture was stirred, and then the resulting insoluble matters were removed by filtration. To the resulting filtrate were added water and ethyl acetate, and the resulting mixture was stirred, and then extracted with ethyl acetate. The resulting organic layers were washed with water and saturated brine, then dried, and concentrated under reduced pressure. The resulting residues were purified by silica gel column chromatography (hexane:ethyl acetate=95:5 to 80:20) to give the Compound 4 (2.78 g) as a pale yellow viscous material. MS (APCI): mlz 191 [M+H](3) To

The synthetic route of Methyl 2-bromo-4-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; SATO, Atsushi; IMASHIRO, Ritsuo; TSUJISHIMA, Hidekazu; TANIMOTO, Kouichi; YAMAMOTO, Yasuo; NAKANE, Tetsu; TOSHIKAWA, Chihiro; (118 pag.)US2018/258076; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

148438-00-0, name is Methyl 3-(trifluoromethoxy)benzoate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: esters-buliding-blocks

Reference Example 6 2.5 M Butyl lithium in hexane (18.5ml) was added under an inert atmosphere to a solution of 3-fluorobenzoic acid (3.0g) in dry tetrahydrofuran at -75oC. The reaction mixture was stirred at -78oC overnight. A solution of methyl 3-trifluoromethoxybenzoate (4.6g) in dry tetrahydrofuran was added and after 2 hours the reaction mixture was allowed to warm to -20oC. 2N hydrochloric acid was added, the mixture and the organic layer was separated and dried (MgSO4). Evaporated the solvent and triturated the residue with hexane to yield 3-fluoro-2-(3-trifluoromethoxybenzoyl)benzoic acid (4.3g) as a white solid, m.p. 135-140oC.

The synthetic route of 148438-00-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RHONE POULENC AGRICULTURE LTD.; EP634404; (1995); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 1462-12-0, 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. 1462-12-0, name is Diethyl 2-ethylidenemalonate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of diethyl ethylidene malonate A (96 g; 0.51 mol), S-methyl isothiourea (71.1 g; 0.79 mol) and triethylamine (80 mL) in 530 mL of abs. ethanol, was refluxed for 3 h under magnetic stirring. The reaction mixture was filtered, and the ethanol concentrated under vacuum, water was added (400 mL) and extracted with ethyl acetate. The organic phase was dried over anhydrous sodium sulphate and concentrated. The crude reaction mixture was purified by silica gel column chromatography (eluant: n-hexane/ethyl acetate=7/3) to yield compound B (63.7 g; 55%) as a pure solid. 1H-NMR (400 Mhz, DMSO-d6), ppm: 1.16 (d, j=6.6 Hz, 3H); 1.17 (t, j=7.2 Hz, 3H); 3.29 (d, j=10.5 Hz, 1H); 3.84 (dq, j=6.6, 10.5 Hz, 1H); 4.21 (m, 2H);

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, Diethyl 2-ethylidenemalonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pharmacia Italia S.p.A.; US2004/9993; (2004); 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. 587-47-3, name is Ethyl 2-(3-fluorophenyl)acetate, A new synthetic method of this compound is introduced below., Computed Properties of C10H11FO2

To a solution of ethyl 2-(3-fluorophenyl) acetate (2.0 g, 10.98 mmol) in THF (20 mL), was added potassium bis(trimethylsilyl) amide (1.0 M solution in THF; 12.1 mL, 12.1 mmol), dropwise. The reaction mixture was stirred at rt for 15 mi and then 2-bromo-1,1-diethoxyethane (2.38 g, 12.1 mmol) was added, dropwise. The mixture was heated at 45 C for 1 h, then was cooled to 0 C and was treated with saturated NH4C1 solution (10 mL) and water (50 mL). The mixture was extracted with MTBE (3 x 50 mL). The combined organic phase was washed with water and brine, dried over Na2SO4 and concentrated. This product was taken up in water (7.5 mL) and was treated with a mixtureof chloroform (25 mL) and TFA (25 mL) and was stirred at 0 C to 10 C for 2 h. The reaction mixture was poured into a mixture of 1M solution of K2C03 (125 mL) and dichloromethane (200 mL). Solid K2C03 was added until pH 7.5 was reached. The organic layer was separated, washed with water and brine, dried over Na2504 and concentrated. The crude product was purified by flash chromatography (10% – 15%EtOAc/hexanes gradient) to give Intermediate 1OA (0.95 g, 4.24 mmol, 39% yield).GCMS m/z = 224; NMR (300 MI-Tz, chloroform-d) oe ppm 9.78 (s, 1 H), 7.35 – 7.26 (m, 1H), 7.12 – 6.94 (m, 3 H), 4.23 -4.04 (m, 3 H), 3.40 (dd, J = 9.8, 18.6 Hz, 1 H), 2.83 (dd, J= 4.7, 18.3 Hz, 1 H), 1.23 (t, J = 7.1 Hz, 3H).

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; BRISTOL-MYERS SQUIBB COMPANY; GLUNZ, Peter W.; SITKOFF, Doree F.; BODAS, Mandar Shrikrishna; YADAV, Navnath Dnyanoba; PATIL, Sharanabasappa; RAO, Prasanna Savanor Maddu; THIYAGARAJAN, Kamalraj; MAISHAL, Tarun Kumar; (498 pag.)WO2016/144936; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 29006-01-7,Some common heterocyclic compound, 29006-01-7, name is Methyl 4-methoxybutanoate, molecular formula is C6H12O3, 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.

Example 1 Preparation of the compound of formula (I) (referred as ACGET61 ) Formula (I) In a round-bottomed flask equipped with an efficient condenser and a magnetic stirrer, Ri (MW: 175.088; 4.43g) and R2 (MW:132.16; 3.347g) are added in an 1 :1 molar ratio. NH4CI (443mg) is then added as catalyst (10% by weight with respect to Ri). The mixture is heated at 150C for 45h and it assumes a deep green / dark purple colour. The disappearance of the reagent is monitored by TLC (AcOEt: Hexane 1 :2) using ninhydrin as detecting agent (prepared dissolving 200mg ninhydrin in 150 ml EtOH). When the reagent is completely disappeared, the reaction mixture is cooled and the residue is dissolved in DCM, washed three times with HCI 3N then with water till neutral pH. The crude product thus obtained is purified by column chromatography eluting with a gradient of AcOEt: Hexane (from 1 : 10 to 1 :1 ). The pure product (ACGET61 , MW 275.1 1 ) is obtained as a white / light pink solid in 64% yield.

The synthetic route of 29006-01-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LABORATORIO FARMACEUTICO C.T. S.R.L.; CACCIAGLIA, Roberto; LOCHE, Antonella; (33 pag.)WO2017/21438; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics