Category: 32122-09-1

These common heterocyclic compound, 32122-09-1, name is Ethyl 2-(benzyloxy)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. Application In Synthesis of Ethyl 2-(benzyloxy)acetate

Preparation of intermediate G-1. TiCI4, Bu3N,1 -methylimidazoleA-1 G-1To a stirred solution of A-1 (60 g, 309 mmol, 1 eq) and 1 -methylimidazole (30.4 g, 370 mmol, 1 .2 eq) in CH2CI2 (1 L) was added acetyl chloride (24.3 g, 309 mmol, 1 eq) at -45 C under N2. After stirring for 20 min, TiCI4 (210 g, 1 .08 mol, 3.5 eq) and tributylamine (230 g, 1 .24 mol, 4 eq) were added to the mixture at -45C under N2, and continues to stir for 50 minutes at -45C under N2. After completion, water and ethyl acetate were added. The organic layer was separated and the aqueous layer was extracted with ethyl acetate twice. The organic layer was washed with brine and dried over sodium sulfate. The solids were removed by filtration and the solvents of the filtrate were removed under reduced pressure. The crude was purified via silica column chromatography using a heptane to ethyl acetate gradient to afford a pale yellow oil, G-1. 1H NMR (400 MHz, CHLOROFORM-cf) delta ppm 1 .30 (t, J=7.2 Hz, 3 H), 2.28 (s, 3 H), 4.27 (q, J=7.2 Hz, 2 H), 4.41 (s, 1 H), 4.58 (d, J=1 1 .8 Hz, 1 H), 4.75 (d, J=1 1 .8 Hz, 1 H), 7.32 – 7.43 (m, 5 H)

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

Reference:
Patent; JANSSEN R&D IRELAND; MC GOWAN, David; RABOISSON, Pierre Jean-Marie Bernard; EMBRECHTS, Werner; JONCKERS, Tim, Hugo, Maria; LAST, Stefaan, Julien; PIETERS, Serge, Maria, Aloysius; VLACH, Jaromir; WO2012/136834; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 32122-09-1, name is Ethyl 2-(benzyloxy)acetate, 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 32122-09-1, Safety of Ethyl 2-(benzyloxy)acetate

To a solution of ethyl 2-(benzyloxy)acetate (1.30 g, 6.69 mmol) in anhydrous THF (30 mL) at -78 C was added dropwise LDA (2.0 M, 4.40 mL). The mixture was stirred for 30 min, and then tert-butyl 4-oxopiperidine-l-carboxylate (1.15 g, 5.77 mmol) in anhydrous THF (20 mL) was added. The mixture was stirred at -78 C for 1 hour, then quenched with sat aqueous H4CI (30 mL) and extracted with EtOAc (50 mLx3). The combined organic extracts were washed with brine and dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by silica gel column (25% EtOAc in pet ether) to give the desired product as a colorless oil (1.82 g). Yield 80% (95% purity, UV=214 nm, ESI 294.1 (M+H)+).

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; LAZULI, INC.; HARRISON, Bryce, Alden; BURSAVICH, Matthew, Gregory; GERASYUTO, Aleksey, Lgorevich; HAHN, Kristopher, Neil; KONZE, Kyle, David; LIN, Fu-Yang; LIPPA, Blaise, Scott; LUGOVSKOY, Alexey, Alexandrovich; ROGERS, Bruce, Nelsen; SVENSSON, Mats, Ake; TROAST, Dawn, Marie; (0 pag.)WO2018/160522; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 32122-09-1, 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. 32122-09-1, name is Ethyl 2-(benzyloxy)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In a reaction flask, lithium hexamethyldisilazide (LiHMDS, 1 M in toluene, 330 L, 0.33 mol) was charged followed by addition of anhydrous THF (400 mL). The solution was cooled down to -70 C. gamma-Butyrolactone (28.4 g, 0.33 mol) was added dropwise while the temperature of the reaction was kept at no more than 60 C. Ethyl benzyloxyacetate (50.0 g, 0.26 mol, formula XI, R1 = benzyl, R6 = ethyl) was added dropwise. After the addition, the reaction mixture was stirred at -60 C for 10 min. Ice-cold water (65 mL) was added, followed by addition of concentrated HCl to pH 3. The mixture was warmed to room temperature and the organic layer was collected. The aqueous layer was extracted with ethyl acetate (4×60 mL). The combined organic layers were evaporated and the residue was purified by flash column chromatography to afford 40.0 g (52% yield, based on gamma-butyrolactone) of a compound of formula II, wherein R1 is benzyl.

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 2-(benzyloxy)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lonza Ltd; The designation of the inventor has not yet been filed; EP2634180; (2013); A1;,
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. 32122-09-1, name is Ethyl 2-(benzyloxy)acetate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C11H14O3

Sodium (7.13 g, 0.31 mol) was added to 500 mL of toluene. Then ethyl formate (22.9 g, 0.31 mol) and Compound 10b (60 g, 0.31 mol) were added dropwise to the above solution at a temperature of below 30 C. The reaction mixture was stirred at room temperature overnight. The solvent was concentrated, and the resulting residue was dissolved in 300 mL of ethanol, and then guanidine hydrochloride (29.45 g, 0.31 mol) was added thereto. The reaction was heated to reflux overnight. The solvent was concentrated and 100 mL of water was added to the residue, which was adjusted with 1N HCl to pH=2. The insoluble solid was collected and dried to obtain Compound 10c (30 g, Yield 44%). MS [M+1]+ 219.1.

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 32122-09-1.

Reference:
Patent; ZHEJIANG HISUN PHARMACEUTICAL CO., LTD.; Ding, Yili; Yang, Xuan; Yan, Qingyan; Bai, Hua; Cai, Lifeng; Smith, Kenneth; Chai, Jian; US2014/378488; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 32122-09-1, name is Ethyl 2-(benzyloxy)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. Safety of Ethyl 2-(benzyloxy)acetate

Preparation of intermediate G-1. TiCI4, Bu3N,1 -methylimidazoleA-1 G-1To a stirred solution of A-1 (60 g, 309 mmol, 1 eq) and 1 -methylimidazole (30.4 g, 370 mmol, 1 .2 eq) in CH2CI2 (1 L) was added acetyl chloride (24.3 g, 309 mmol, 1 eq) at -45 C under N2. After stirring for 20 min, TiCI4 (210 g, 1 .08 mol, 3.5 eq) and tributylamine (230 g, 1 .24 mol, 4 eq) were added to the mixture at -45C under N2, and continues to stir for 50 minutes at -45C under N2. After completion, water and ethyl acetate were added. The organic layer was separated and the aqueous layer was extracted with ethyl acetate twice. The organic layer was washed with brine and dried over sodium sulfate. The solids were removed by filtration and the solvents of the filtrate were removed under reduced pressure. The crude was purified via silica column chromatography using a heptane to ethyl acetate gradient to afford a pale yellow oil, G-1. 1H NMR (400 MHz, CHLOROFORM-cf) delta ppm 1 .30 (t, J=7.2 Hz, 3 H), 2.28 (s, 3 H), 4.27 (q, J=7.2 Hz, 2 H), 4.41 (s, 1 H), 4.58 (d, J=1 1 .8 Hz, 1 H), 4.75 (d, J=1 1 .8 Hz, 1 H), 7.32 – 7.43 (m, 5 H)

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

Reference:
Patent; JANSSEN R&D IRELAND; MC GOWAN, David; RABOISSON, Pierre Jean-Marie Bernard; EMBRECHTS, Werner; JONCKERS, Tim, Hugo, Maria; LAST, Stefaan, Julien; PIETERS, Serge, Maria, Aloysius; VLACH, Jaromir; WO2012/136834; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 32122-09-1, name is Ethyl 2-(benzyloxy)acetate, 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 32122-09-1, category: esters-buliding-blocks

To a solution of ethyl 2-(benzyloxy)acetate (1.30 g, 6.69 mmol) in anhydrous THF (30 mL) at -78 C was added dropwise LDA (2.0 M, 4.40 mL). The mixture was stirred for 30 min, and then tert-butyl 4-oxopiperidine-l-carboxylate (1.15 g, 5.77 mmol) in anhydrous THF (20 mL) was added. The mixture was stirred at -78 C for 1 hour, then quenched with sat aqueous H4CI (30 mL) and extracted with EtOAc (50 mLx3). The combined organic extracts were washed with brine and dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by silica gel column (25% EtOAc in pet ether) to give the desired product as a colorless oil (1.82 g). Yield 80% (95% purity, UV=214 nm, ESI 294.1 (M+H)+).

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; LAZULI, INC.; HARRISON, Bryce, Alden; BURSAVICH, Matthew, Gregory; GERASYUTO, Aleksey, Lgorevich; HAHN, Kristopher, Neil; KONZE, Kyle, David; LIN, Fu-Yang; LIPPA, Blaise, Scott; LUGOVSKOY, Alexey, Alexandrovich; ROGERS, Bruce, Nelsen; SVENSSON, Mats, Ake; TROAST, Dawn, Marie; (0 pag.)WO2018/160522; (2018); 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. 32122-09-1, name is Ethyl 2-(benzyloxy)acetate, A new synthetic method of this compound is introduced below., Formula: C11H14O3

To the argonated flask filled with 750 ml of dry THF cooled to -78C, 200 ml (0.5 mol) of 2.5 M n-BuLi hexane solution were added, and then 28 ml (0.533 mol) of acetonitrile were added dropwise. The whole mixture was stirred at -78C for 2 h. To the suspension 77.7 g (0.4 mol) of ethyl 2-benzyloxyacetate obtained above were added dropwise and stirring was continued at -78C for 1 h. The reaction was quenched by adding saturated ammonium chloride solution. The mixture was poured onto ice-water and acidified with 6 M hydrochloric acid. Aqueous phase was extracted with diethyl ether. Combined organic phases were washed with brine and dried over anhydrous magnesium sulphate. Drying agent was filtered off and the solvent was evaporated under reduced pressure. Intermediate XII-1 was used in the next step without purification. MS-ESI: (m/z) calculated for C11H11NO2 [M+H]+: 190.22; determined 190.1.

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; CELON PHARMA S.A.; DYMEK, Barbara; ZAGOZDA, Marcin; WIECZOREK, Maciej; DUBIEL, Krzysztof; STANCZAK, Aleksandra; ZDZALIK, Daria; GUNERKA, Pawel; SEKULAR, Mariola; DZIACHAN, Maciej; (70 pag.)WO2016/157091; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 32122-09-1, name is Ethyl 2-(benzyloxy)acetate, 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 32122-09-1, HPLC of Formula: C11H14O3

Preparation of Intermediate G-1. 10081] To a stirred solution of A-i (60 g, 309 mmol, 1 eq) and 1 -methylimidazole (30.4 g, 370 mmol, 1.2 eq) in CH2C12 (1 E) was added acetyl chloride (24.3 g, 309 mmol, 1 eq) at-45 C. under N2. After stirring for 20 mi TiC14 (210 g, 1.08 mol, 3.5 eq) and tributylamine (230 g, 1.24 mol, 4 eq) were added to the mixture at -45C. under N2, and continues to stir for 50 minutes at -45 C. under N2. Afier completion, water and ethyl acetate were added. The organic layer was separated and the aqueous layer was extracted with ethyl acetate twice. The organic layer was washed with brine and dried over sodium sulfate. The solids were removed by filtration and the solvents of the filtrate were removed under reduced pressure. The crude was purified via silica column chromatography using a heptane to ethyl acetate gradient to afford a pale yellow oil, G-i.10082] ?H NMR (400 MHz, CHEOROFORM-d) oe ppm1.30 (t, J=7.2 Hz, 3H), 2.28 (s, 3H), 4.27 (q, J=7.2 Hz, 2H),4.41 (s, 1H), 4.58 (d, J=ii.8 Hz, 1H), 4.75 (d, J=i 1.8 Hz, 1H),7.32-7.43 (m, 5H)

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 2-(benzyloxy)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; McGowan, David; Raboisson, Pierr Jeane-Marie Bernar; Embrechts, Werner; Jonckers, Tim Hugo Maria; Last, Stefaan Julien; Pieters, Serge Maria Aloysius; Vlach, Jaromir; US2014/45849; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics