Category: esters-buliding-blocks

Application of 106-32-1, A common heterocyclic compound, 106-32-1, name is Ethyl octanoate, molecular formula is C10H20O2, 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.

Dissolve 0.155037g (0.00189mol, 0.02eq) of sodium acetate and 0.100161g (0.000945mol, 0.01eq) of sodium carbonate in 5mL of water, add 100mL of ethanol, and add the colorless liquid product obtained in step (a) (containing 0.0945mol of compound 2. Based on 1.0eq), react at 40 C for 2.5 hours. During the reaction, 6.2676g (0.094878mol, 1.004eq) hydroxylamine aqueous solution was added dropwise. After the reaction was completed, it was filtered and distilled under reduced pressure to remove ethanol. After adding 100 mL of water, the temperature was lowered to 0 C, and then slowly added dropwise sulfuric acid to adjust the pH to 3.5 to precipitate a white solid, which was filtered, washed with water, and dried to obtain 14.415 g of a white solid. Based on octanoyl hydroxamic acid, the white The purity of the solid was 99.9%, and the yield was 95.7%.

The synthetic route of 106-32-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Heze Xin Eastern Countries Rihua Technology Co., Ltd.; Xue Tianhui; Chen Xiaohui; Chen Kun; Qin Lijin; (12 pag.)CN110845367; (2020); A;,
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Reference of 32122-09-1, 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. 32122-09-1 name is Ethyl 2-(benzyloxy)acetate, 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.

EXAMPLE 83 Preparation of 2-benzyloxyacetyl-gamma-butyrolactone: A solution of 10.6 ml of diisopropylamine in 75 ml of tetrahydrofuran was chilled to -70 C., and 46 ml of a 1.6N hexane solution of n-butyllithium were added dropwise to the solution. After completion of the addition, the mixture was stirred for 15 minutes, and a solution of 54.8 g of gamma-butyrolactone in 50 ml of tetrahydrofuran was added dropwise over 55 minutes, and the mixture was stirred for 50 minutes. Further, a solution of 14.75 g of ethyl benzyloxyacetate in 50 ml of tetrahydrofuran was added, and the resultant mixture was stirred for 2.5 hours at -60 to -50 C. 5N hydrochloric acid was then added so as not to exceed 20 C. to adjust the pH of the mixture to 1-2. Ethyl acetate was added to the reaction system, and the resultant mixture was washed with a saturated saline solution. The organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The thus-obtained crude product was subjected to column chromatography on silica gel (elution solvent: hexane:ethyl acetate=3:1?2:1?1:1) to obtain 13.01 g (yield: 87.2%) of the intended product as a colorless oil. 1 H-NMR (CDCl3, ppm): 2.30(1H,m), 2.75(1H,m), 3.88(1H,m), 4.27-4.47(4H,m), 4.68(2H,s), 7.29-7.38(5H,m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2-(benzyloxy)acetate, and friends who are interested can also refer to it.

Reference:
Patent; Pola Chemical Industries, Inc.; US5942515; (1999); A;,
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Synthetic Route of 110928-44-4, 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. 110928-44-4, name is trans-Methyl 4-(hydroxymethyl)cyclohexanecarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of compound 14 ( 17.26 g) in THF (450 ml_) stirred at 0 C was added triethylamine (39.4 ml284.5 mmol) followed by methanesulfonyl chloride (14.9 ml151.7 mmol). The mixture was stirred at 0 C for additional 10 min then the reaction mixture was stirred at room temperature for 2 h . The reaction mixture was filtered through a Celite (0,01-0,04 mm) bed that was then washed with fresh TH F; the resulting solution was evaporated under reduced pressure to give 15 as a yellow oil (30.95 g) that was employed in the following reaction without further purification. Quantitative yield . Analytical data : Mr: 250.30 (C10H 18O5S) and 13C-NMR and MS are compatible with the structure

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, trans-Methyl 4-(hydroxymethyl)cyclohexanecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRACCO IMAGING SPA; MAIOCCHI, Alessandro; VISIGALLI, Massimo; BELTRAMI, Lorena; SINI, Loredana; LATTUADA, Luciano; WO2013/135750; (2013); A1;,
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Electric Literature of 10602-03-6, 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. 10602-03-6 name is Ethyl 4-ethynylbenzoate, 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: To a solution of 2-halobenzamide (2.0 mmol, 1.0 equiv) in MeCN (13 mL) were added PdCl2(PPh3)2 (0.05 equiv), terminal alkyne (1.2 equiv.), and Et3N (3.0 equiv.). The resulting mixture was stirred at 80 C under argon. The progress of the reaction was monitored by TLC analysis to establish completion. After cooling to room temperature, the reaction was diluted with ethyl acetate (30 mL), washed with water (30 mL) and brine (30 mL). The organic phase was dried (anhydrous MgSO4) and concentrated under reduced pressure. The residue was purified by column chromatography (Silica Gel, petroleum ether/ethyl acetate).

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

Reference:
Article; Yao, Tuanli; Liang, Xiujuan; Guo, Zhen; Yang, Dong; Tetrahedron; vol. 75; 23; (2019); p. 3088 – 3100;,
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Reference of 623-47-2, 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 623-47-2 as follows.

Reaction Step 1.Synthesis of ethyl 3-bromopropiolate Silver nitrite (1.72 g, 10.2 mmol, 0.1 eq) was added to a solution of ethyl propiolate (10.00 g, 102 mmol, 1.0 eq) in acetone (200 mL) at room temperature. The resulting reaction mixture was stirred for 5 min, then NBS (20.0 g, 112 mmol, 1.1 eq) was added and the reaction mixture stirred for 2 h at room temperature. After completion of the reaction (monitored by TLC, 5% ethyl acetate-hexane Rf=0.55), the reaction mixture was filtered through a celite pad, washing with acetone. The filtrate was concentrated under reduced temperature (25-30 C.) to afford an oil.

According to the analysis of related databases, 623-47-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INNOV17 LLC; Gaweco, Anderson; Tilley, Jefferson; Blinn, James; US2015/252051; (2015); A1;,
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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. 178747-79-0, name is Methyl 2-fluoro-6-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 178747-79-0

(b) 2-Fluoro-6-methoxybenzhydroxamic acid. The title compound (44%) was obtained from methyl 2-fluoro-6-methoxybenzoate and hydroxylamine hydrochloride by similar reactions and treatments as in Example 1(b). NMR spectrum(CDCl3 +MeOH-d4)deltappm: 3.92(3H,s), 6.75-6.86(2H,m), 7.35-7.45(1H,m).

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 178747-79-0.

Reference:
Patent; Sankyo Company, Limited; US5965591; (1999); A;,
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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. 185629-32-7, name is Methyl 4-amino-3-fluorobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 4-amino-3-fluorobenzoate

General procedure: To a solution of the corresponding methyl 4-aminobenzoate (1, 2.5 mmol) in 20 mL of DCM was added pyridine (600 mg, 7.5 mmol) and benzo[c][l,2,5]thiadiazole-4-sulfonyl chloride (585 mg, 2.5 mmol). The resulting mixture was stirred at 50C overnight. After removal of DCM, the residue was partitioned between water and EtOAc. The organic layer was washed with 2 N HC1, water and brine, dried over Na2S04 and concentrated to give crude product 2, which was confirmed by LCMS, and used in the next reaction without further purification

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; AGIOS PHARMACEUTICALS, INC.; POPOVICI-MULLER, Janeta; ZAHLER, Robert; YE, Zhixiong; WO2014/139144; (2014); A1;,
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Electric Literature of 40876-98-0, These common heterocyclic compound, 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate, 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.

ethyl-2-(4-((1R,3R)-8-(bicyclo[4.3.1]decan-8-yl)-8-azabicyclo[3.2.1]octan-3-yl)-3-oxo-3,4-dihydroquinoxalin-2-yl)acetate (d15) To a solution of c6 (700 mg, 1.980 mmol) in toluene (14 mL) was added AcOH (0.249 mL, 4.36 mmol) and diethyl oxalacetate sodium salt (499 mg, 2.376 mmol) at a temperature of about 25 C. under a nitrogen atmosphere. The mixture was stirred at 100 C. for 2.5 hr. After cooling to a temperature of about 25 C. and concentration, the resulting oil was chromatographed (ISCO, 80 g, CHCl3/10% NH3 in MeOH=99/1?95/5) to provide 806 mg of d15 as a brown amorphous solid. (Yield 85.2%) d15: 1H-NMR (300 MHz, CDCl3) delta: 1.24-1.46 (m, 6H), 1.59-1.77 (m, 10H), 2.06 (s, 3H), 2.07-2.31 (m, 8H), 2.60 (s, 2H), 3.93 (s, 2H), 4.21 (q, J=7.1 Hz, 4H), 5.74 (s, 1H), 7.04 (s, 1H), 7.33 (d, J=11.6 Hz, 2H), 7.60 (s, 1H); LC/MS: m/z=493.3 [M+H]+ (Calc: 492.61).

Statistics shows that Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate is playing an increasingly important role. we look forward to future research findings about 40876-98-0.

Reference:
Patent; Shionogi & Co., Ltd.; Purdue Pharma L.P.; MARRA, Jeffrey Michael; Tsuno, Naoki; Ueno, Tatsuhiko; Zhou, Xiaoming; US2014/187544; (2014); 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. 32454-33-4, name is Methyl 2-(3-methoxyphenyl)-2-methylpropanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: esters-buliding-blocks

Step B; 2-(3-Methoxy-phenyl)-2-methyl-propionic acid methyl ester 78 (2.77 g, 13.3 mmol) is dissolved in dry DCM (17 mL). The solution is cooled to -65C. boron tribromide (4.33 g, 17.3 mmol) dissolved in DCM (17 mL) is added. The reaction mixture is stirred at -650C for 90 min. Then the mixture is quenched with MeOH. Solvents are removed in vacuo, the remainder is diluted with ethyl acetate and washed with 0.2 N HCl. The aqueous phase is exrtacted with ethyl acetate. The organic layers are combined, washed with water and brine, dried over MgSO4, filtered and concentrated. Silica gel chromatography (0-25% ethyl acetate in hexanes) yielded 79 as a light yellow oil. 1H-NMR (400 MHz, CDCl3) delta = 7.25 (t, J= 8.0 Hz, IH)5 6.97-6.94 (m, IH), 6.88 (s, IH), 6.79-6.76 (m, IH), 3.72 (s, 3H), 1.62 (s, 6H); MS calcd. for CnHi4NaO3 (M+Na4) 217.1, found 217.1.

The synthetic route of 32454-33-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; WO2007/56497; (2007); A1;,
Ester – Wikipedia,
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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. 2497-18-9, name is trans-2-Hexenyl acetate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of trans-2-Hexenyl acetate

General procedure: A mixture of 1,2,3,4-tetrahydrocarbazole (1a, 1 mmol), allyl acetate (2a, 2 mmol), Pt(acac)2(9.7 mg, 0.025 mmol), and (4-ClC6H4)3P (36.5 mg, 0.1 mmol) in benzene (5 mL) was refluxed for24 h. After cooling, the solvent was distilled under reduced pressure. Column chromatography(n-hexane/EtOAc = 4:1) of the residue afforded 146 mg (69%) of 3a and 63 mg (30%) 4a, respectively.

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 2497-18-9.

Reference:
Article; Peng, Bai-Jing; Wu, Wen-Ting; Yang, Shyh-Chyun; Molecules; vol. 22; 12; (2017);,
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