Esters-buliding-blocks

10601-80-6, Adding a certain compound to certain chemical reactions, such as: 10601-80-6, name is Ethyl 3,3-diethoxypropionate, 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 10601-80-6.

Example 22-(6-Chloro-pyridin-2-yl)-pyrimidin-4-ol (Intermediate compound); Ethyl-3,3-diethoxypropionate (1 g, 5.26 ml_) was dissolved in tetrahydrofuran (2 ml_) and aqueous hydrochloric acid (1.5 M) was added. The reaction mixture was stirred at room temperature for 4 hours and extracted with ethyl acetate.The combined organic layers were washed with brine, dried over sodium sulphate, filtrated and evaporated. Ethanol (20 ml_) was added and cooled to 0C.Crude theta-chloro-pyridine^-carboxamidine (560 mg, 1.44 mmol) in water (5 ml_) was added and the reaction mixture was stirred for 15 minutes at 0C. Sodium hydroxide (841 mg, 21.03 mmol) was added followed by additional stirring at room temperature for 20 hours. The reaction mixture was concentrated under reduced pressure. Water was added and extracted with chloroform. The combined organic phases were washed with brine, dried over sodium sulphate filtated and evaporated to give 2-(6-chloro-pyridin-2-yl)-pyrimidin-4-ol (350 mg, 53%) as a brownish solid.

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 3,3-diethoxypropionate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NeuroSearch A/S; WO2008/28935; (2008); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 4897-84-1 name is Methyl 4-bromobutanoate, 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. 4897-84-1

(III) 4- (4-HYDROXYMETHYL-2-METHOXY-5-NITROPHENOXY) butyric acid allyl ester (52) 50 51 52 4- 4-FORMYL-2-METHOXYPHENOXY)-BUTYRIC ACID methyl ester (48); A solution of vanillin (47) (40.00 g, 262.89 mmol) and methyl-4- bromobutyrate (50.00 g, 276.18 mmol) in DMF (200 ML) was allowed to stir over potassium carbonate (51.53 g, 372.40 mmol) for 16 hours. Water was added to the reaction mixture at which time the product crystallised. The resulting mixture was filtered and dried in vacuo for 16 hours to afford the keto-ester (48) as a white solid (41.3g, 66%). MP = 57-59C. 1H NMR (250 MHz, CDCLG) 6 9.80 (s, 1H), 7.46-7. 40 (m, 2H), 6.97 (d, J = 8.1 Hz, 1H), 4.16 (t, J = 6.3 Hz, 2H), 3.92 (s, 3H), 3.70 (s, 3H), 2.57 (t, J = 7.2 Hz, 2H), 2.20 (pent, J = 6.7 Hz, 2H). 13C NMR (67.8 MHz, CDC13) 188.2 (C1), 173.7 (C12), 153.8 (Cquat. ), 152.0 (Cquat. ), 144.1 (Cquat. ), 125.8 (CMETHINE), 110.3 (C3), 108.5 (C6), 69.0 (C9), 57.0 (C8), 52.2 (C13), 30.6 (CLL), 24.5 (C10). It was decided to adopt the numbering system shown in the figure below for the molecule for ease of peak assignment IN 13C NMR. IR (cm-1) 3450,3332, 2952,1737, 1685,1587, 1467,1407, 1006, 938,864, 813,730, 656. MS (M+) 253. Anal. Calcd for C13 H16 Os : C, 61.90 ; H, 6.39. Found: C, 61.50 ; H, 6.39.

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

Reference:
Patent; SPIROGEN LIMITED; WO2005/23814; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

18066-68-7, 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. 18066-68-7 name is Ethyl 2-(3,4-dimethoxyphenyl)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.

(ii) 19.3 g (0.19 mol) of dried isopropylamine was dissolved in 100 ml of anhydrous tetrahydrofuran. The solution was cooled to -60 C. or below in a dry ice/acetone bath, and 120 ml of a solution of 1.6M n-butyllithium in n-hexane was dropwise added thereto at this temperature with stirring. The mixture was stirred for 15 min, and a solution of 40.37 g (0.18 mol) of ethyl 3,4-dimethoxyphenylacetate in 200 ml of anhydrous tetrahydrofuran was dropwise added thereto at the same temperature. After stirring for additional 15 min, a solution of 38.45 g (0.18 mol) of 2-chloro-3-methoxy-beta-nitrostyrene in 400 ml of anhydrous tetrahydrofuran was dropwise added thereto with stirring at such a dropping rate that the temperature of the system did not exceed -50 C. After stirring for 30 min, a small amount of water was added thereto and tetrahydrofuran was distilled off to some extent in vacuo. A 6N hydrochloric acid solution was added to the residue for acidification, and the acidified residue was extracted twice with dichloromethane. The resultant organic phase was washed twice with a saturated saline solution and dried over anhydrous magnesium sulfate. The solvent was distilled off in vacuo, and the residue was purified by silica gel column chromatography (eluted with a n-hexane/ethyl acetate mixture in a n-hexane to ethyl acetate ratio of 2:1) to prepare 75.1 g of viscous crude ethyl 3-(2-chloro-3-methoxyphenyl)-2-(3,4-dimethoxyphenyl)-4-nitrobutyrate.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2-(3,4-dimethoxyphenyl)acetate, and friends who are interested can also refer to it.

Reference:
Patent; Eisai Co., Ltd.; US5444083; (1995); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A common heterocyclic compound, 35180-01-9, name is Chloromethyl isopropyl carbonate, molecular formula is C5H9ClO3, 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. 35180-01-9.

Example 1 2-butyl-4-chloro-1-[2′-(1H-tetrazol-5-yl)1,1′-biphenyl-methyl]imidazole-5-carboxylic acid, 1-[(isopropoxycarbonyl)oxy]methyl ester (compound 1) 2-butyl-4-chloro-1-[2′-(1H-tetrazol-5-yl)1,1′-biphenyl-methyl]imidazole-5-carboxylic acid (prepared by the method disclosed in U.S. Pat. No. 5,138,069) was reacted with trityl chloride to obtain 2-butyl-4-chloro-1-[2′-(1-triphenylmethyl-tetrazol-5-yl)1,1′-biphenyl-methyl]imidazole-5-carboxylic acid. To a 100 ml of one-necked flask, 0.523 g of 2-butyl-4-chloro-1-[2′-(1-triphenylmethyl-tetrazol-5-yl)1,1′-biphenyl-methyl]imidazole-5-carboxylic acid, 0.124 g of potassium carbonate, and 5 ml of N,N-dimethylacetamide were added in turn. The solution was stirred at the room temperature for 20 minutes. Then 0.562 g of 1-chloromethyl isopropyl carbonate was added and the mixture was reacted at 45-50 C. for 16 h. After the reaction was completed, the mixture solution was filtered, and 30 ml of water was added into the filtrate. The resulting mixture was extracted with 30 ml of ethyl acetate twice. The organic phase was dried and concentrated to give 1.724 g of oil, which was directly used in the next reaction without purification. 10 ml of dioxane and 5 ml of 4 mol/L HCl were added, and the resulting mixture was reacted at the room temperature for 16 h. After the reaction was completed, the solution was adjusted to pH 6-7 using aqueous sodium bicarbonate solution. The solution became turbid, and was extracted with ethyl acetate. The organic phase was washed with saturated brine, dried, concentrated to give 0.436 g of 2-butyl-4-chloro-1-[2′-(1H-tetrazol-5-yl)1,1′-biphenyl-methyl]imidazole-5-carboxylic acid, 1-[(isopropoxycarbonyl)oxy]methyl ester. 1H-NMR: (CDCl3) deltaH (ppm): 0.89 (t, 3H, J=14.6), 1.24 (d, 6H, J=6.3), 1.37 (m, 2H, J=22.1), 1.69 (m, 2H, J=30.5), 2.64 (t, 2H, J=15.5), 4.81 (m, 1H, J=12.4), 5.54 (s, 2H), 5.86 (s, 2H), 6.95-7.64 (8H), 8.08 (d, 1H, J=7.42) ESI (+) m/z: 552.7

The synthetic route of Chloromethyl isopropyl carbonate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guo, Jianhui; An, Dong; US2009/326024; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

33993-24-7, 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. 33993-24-7, name is Cyclopropanecarboxylic anhydride belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Will contain water (0.32 ml) with trifluoroacetic acid (4.2 ml) cooled to -5 C the solution, and ethyl-N-[(mesitylsulfonyl)oxy]ethaneimidate (2.29 g, 8.02 mmol) blending and the stirring the mixture at room temperature for up to 1 hour. The reaction mixture with ice-water (20 ml) then mixes and with dichloromethane (20 ml) extraction. The sodium sulfate machine in on the drying and filtering, and the obtained solution for the 0 C dropwise to 5-bromo-4-methylpyridin-2-amine (1 g, 1.79 mmol) in dichloromethane (15 ml) in solution. The mixture stirred at room temperature for 1 hour and then with diethyl ether (20 ml) incorporation. The precipitated solid is filtered out of the diethyl ether is used for cleaning. The solid for drying under high vacuum. This produced 1.22 g (theoretical value of 57%) of the 1,2-diamino-5-bromo-4-methylpyridinium-2,4,6-trimethylbenzolsulfonate. The 1,2-diamino-5-bromo-4-methylpyridinium-2,4,6-trimethylbenzolsulfonate (580 mg, 1.44 mmol) and cyclopropylcarboxylic acid anhydride (1.33 g, 8.65 mmol) in pyridine (2.5 ml) in solution in 100 C stirring up to 8 hours. The reaction mixture is concentrated in the rotary evaporator and the residual substance is dissolved in DMSO/water/b in nitrile. By this solution the sealing ripoll filter filtering and by preparative HPLC (eluents: acetonitrile/water with 0.1% trifluoro acetic acid the gradient) to be purified. This generating 279 mg (theoretical value of 69%) the subject compound.

The synthetic route of 33993-24-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROEHN, ULRIKE; ELLERMANN, MANUEL; STRASSBURGER, JULIA; WENDT, ASTRID; ROEHRIG, SUSANNE; WEBSTER, ROBERTALAN; SCHMIDT, MARTINAVICTORIA; TERSTEEGEN, ADRIAN; BEYER, KRISTIN; SCHAEFER, MARTINA; BUCHMUELLER, ANJA; GERDES, CHRISTOPH; SPERZEL, MICHAEL; SANDMANN, STEFFEN; HEITMEIER, STEFAN; HILLISCH, ALEXANDER; ACKERSTAFF, JENS; TERJUNG, CARSTEN; (148 pag.)TW2016/5809; (2016); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 13831-03-3, name is tert-Butyl propiolate, 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 13831-03-3. 13831-03-3

General procedure: A Schlenk tube (25 cm3) equipped with a magnetic stir barwas charged with terminal alkyne (1.2 mmol), (i-Pr)2EtN(1.5 mmol), CuBr¡¤SMe2 (0.1 mmol), TBPAc (0.3 mmol),oxirane (2.0 mmol), and 2.0 cm3 MeCN. After the mixturewas stirred at 25 C for 1 h, propiolate (1.0 mmol) wasadded under an inert atmosphere. The tube was evacuatedand backfilled with argon (three times). Subsequently, themixture was stirred for 16 h at appropriate temperature (seeTables 2, 3). After cooling to room temperature, the mixturewas passed through silica gel pad and concentrated underreduced pressure. The resulting residue was purified with column chromatography on silica gel (eluent gradient ofEtOAc/hexane, see spectroscopic analysis section) to givethe corresponding products 4 in the yields listed in Tables 2and 3.

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 tert-Butyl propiolate.

Reference:
Article; Jahanshad, Milad; Manafi, Mohammadreza; Mousavi-Safavi, Seyed Mahmoud; Homami, Seyed Saied; Ghazanfarpour-Darjani, Majid; Monatshefte fur Chemie; vol. 151; 1; (2020); p. 113 – 122;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 6065-82-3, name is Ethyl diethoxyacetate, I believe this compound will play a more active role in future production and life. 6065-82-3

Example 1Synthesis of (Z)-2-ethoxy-3-{3′-[(methyloctanoylamino)methyl]biphenyl-4-yl}acrylic acid a-Ethyl Chloroethoxyacetate20 mL (112 mmol) of ethyl diethoxyacetate, 16 mL (224 mmol) of acetyl chloride and 60 mg (0.2 mmol) of iodine are placed in a round-bottomed flask and heated at 50 C. for 24 hours. The reaction progress is monitored by NMR. The excess acetyl chloride is removed by evaporation under vacuum. 19 g (100%) of ethyl chloroethoxyacetate are obtained in the form of a liquid colored brown by the residual iodine.; e-Ethyl Chloroethoxyacetate40 mL (224 mmol) of ethyl diethoxyacetate, 38 mL (536 mmol) of acetyl chloride and 0.11 g (0.45 mmol) of iodine are placed in a round-bottomed flask and heated at 50 C. for 24 hours. The reaction progress is monitored by NMR. The excess acetyl chloride is removed by evaporation under vacuum. 36.3 g (100%) of ethyl chloroethoxyacetate are obtained in the form of a liquid colored brown by the residual iodine.

The chemical industry reduces the impact on the environment during synthesis 6065-82-3. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT; US2009/12129; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 148547-19-7, name is Methyl 4-bromo-3-methylbenzoate, 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. 148547-19-7

A suspension of methyl 4-bromo-3-methylbenzoate (ABCR AV19078; 15 g; 65.48 mmol; 1 eq.), o-tolylboronic acid (Aldrich 393606; 10.68 g; 78.5 mmol; 1.2 eq.), potassium carbonate (45.25 g, 327.4 mmol, 5 eq.) and tetrakis(triphenylphosphine)palladium(0) (3.78 g; 3.27 mmol; 0.05 eq.) in toluene (200 ml_) and water (200 ml_) was stirred at 12O0C for 6 hours. The resulting mixture was allowed to return to room temperature and the two phases were separated. The organic layer was concentrated in vacuo and purified by column chromatography (c-hexane) to afford the title compound (15 g, 95%) as a white solid.HPLC (Method B) : Rt 3.01 min (purity 98.7%). 1H NMR (DMSOd6, 400MHz) delta 7.91 (1 H, s), 7.83-7.81 (1 H, m), 7.33-7.30 (2H, m), 7.28-7.26 (1 H, m), 7.25-7.22 (1 H, m), 7.07-7.05 (1 H, d), 3.86-3.81 (3H, s), 2.09-2.00 (3H, s), 1.97-1.92 (3H, s).

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 148547-19-7.

Reference:
Patent; MERCK SERONO S.A.; WO2009/43890; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

34846-90-7, These common heterocyclic compound, 34846-90-7, name is Methyl 3-methoxyacrylate, 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.

A 1-L round-bottom flask was charged with /ert-butyl 4-oxopiperidine-l- carboxylate (Sigma Aldrich, 20.0 g, 100 mmol) and purged with nitrogen. THF (57 ml) was introduced, and the resultant solution cooled to -78 ¡ãC in a dry ice-acetone bath. A solution of potassium /ert-butoxide (1.6 M in THF, 80 mL, 128 mmol, 1.28 equiv) was added to the reaction mixture via syringe over 5 min. Following addition, the reaction mixture was allowed to warm to 0 ¡ãC in an ice-water bath. After 30 min, the peach colored reaction mixture was cooled to -78 ¡ãC. Methyl 3-methoxyacrylate (22.8 mL, 212 mmol, 2.11 equiv) was added dropwise to the reaction mixture via syringe over 5 min. Following addition, the reaction mixture was allowed to warm to ambient temperature. After 2 h, the resultant red reaction mixture was cooled was cooled to -78 ¡ãC. N-phenyl bis-trifluoromethane sulfonimide (56.7 g, 159 mmol, 1.58 equiv) was added to the vigorously stirred, cooled reaction mixture in one portion and the resultant reaction mixture was subsequently allowed to warm to 0 ¡ãC in an ice-water bath. After 1 h, saturated aqueous sodium bicarbonate solution (200 mL) and EtOAc (200 mL) were added to the reaction mixture, and the layers were separated. The aqueous layer was extracted with EtOAc (3150 mL), the combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by flash column chromatography in two portions (340-g silica gel Biotage column, eluent: gradient, 0 to 30percent EtOAc in heptane with 1percent Et3N as an additive) to afford (E)-tert-butyl 3-(3-methoxy-3-oxoprop-1-en-1-yl)-4-(((trifluoromethyl)sulfonyl)oxy)-5,6-dihydropyridine-1(2H)-carboxylate (38.0 g, 91 mmol, 91percent yield) as a off-white solid.

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 34846-90-7.

Reference:
Patent; USA Anjin Corporation; M .weisi; B .C.miergelamu; T .dining; J .siteerwogen; A .gusiman-peileisi; A .beiqiao; I .E.makesi; (177 pag.)CN107531705; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

23877-12-5, Adding some certain compound to certain chemical reactions, such as: 23877-12-5, name is tert-Butyl 2-bromo-2-methylpropanoate, 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 23877-12-5.

2-Methyl-2-{4-[3-(4-trifluoromethyl-phenyl)-[1,2,4]thiadiazol-5-ylmethylsulfanyl]-phenoxy}-propionic acid tert-butyl ester To a three-necked flask containing NaH (36 mg, 0.90 mmol; 60% in mineral oil) was added a solution of B1 (220 mg, 0.598 mmol) in THF. To the mixture at 40 C. was added tert-butyl 2-bromoisobutyrate (287 mg, 1.29 mmol). After heating at 70 C. for 2 h, more tert-butyl 2-bromoisobutyrate (215 mg, 0.970 mmol) was added and the heating was continued overnight. The mixture was quenched with water (0.1 mL), concentrated, and chromatographed (EtOAc/hexane) to give 81 mg (27%) of B2; 1H NMR (300 MHz, CDCl3) delta 8.35 (d, J=8.2 Hz, 2 H), 7.71 (d, J=8.2 Hz, 2 H), 7.34 (d, J=8.8 Hz, 2 H), 6.78 (d, J=8.7 Hz, 2 H), 4.42 (s, 2 H), 1.55 (s, 6 H), 1.38 (s, 9 H); MS (ES) m/z: 511 (M+H+).

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 23877-12-5.

Reference:
Patent; Kuo, Gee-Hong; Shen, Lan; Wang, Aihua; Zhang, Yan; US2005/96362; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics