Category: 14062-19-2

Some common heterocyclic compound, 14062-19-2, name is Ethyl p-Tolylacetate, molecular formula is C11H14O2, 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. COA of Formula: C11H14O2

LiHMDS was prepared by the treatment of HMDS (2.432 g, 15.07 mmol) with n-BuLi (1.6 M solution in hexane, 9.4 mL, 15 mmol) in dry THF (30 mL) at 0C for 30 min. To a solution of ethyl p-tolylacetate (1.778 g, 9.98 mmol) in dry THF (30 ml) was added the LiHMDS at -78C. The mixture was stirred at -78C for 30 min. To the mixture, ethyl cyanoformate (1.110 g, 11.20 mmol) was added at -78C, and then the mixture was allowed to warm to 0C for 80 min. 10% HCl was added at 0C, and the mixture was extracted twice with CH2Cl2. The combined organic extracts were dried over Na2SO4. After removal of the solvent, the residue was purified by column chromatography using silica gel (hexane/acetone 25/1) to afford 7 as a colorless oil (2.396 g, 96%). 1H NMR spectra data were identical to those reported in the literature.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 14062-19-2, its application will become more common.

Reference:
Article; Kawasaki, Masashi; Kuroyanagi, Saki; Ito, Takuya; Morita, Hiroyuki; Tanaka, Yasuo; Toyooka, Naoki; Tetrahedron; vol. 73; 15; (2017); p. 2089 – 2099;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 14062-19-2, 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 14062-19-2 as follows.

To a solution of ethyl 4-methylphenylacetate (0.89 g, 5.o mmol) in dry methylene chloride (5 ml) cooled to -78 C. under nitrogen was added drop-wise 1.1 M di-isobutyl-aluminum hydride in toluene (4.5 ml, 5 mmol), keeping the internal temperature below -68 C. When the addition was complete, the reaction was quenched by drop-wise addition of methanol (5 ml), saturated potassium sodium tartrate solution (5 ml), and water (5 ml). The mixture was filtered through filter aid, the pad was washed with ethyl acetate (40 ml), and the filtrate layers were separated. The aqueous layer was extracted with ethyl acetate (40 ml). The combined ethyl acetate layers were washed with water (20 ml), and brine (20 ml), dried (sodium sulfate), filtered, and the solvent evaporated under reduced pressure to give 7.1 g of 4-methylphenylacetaldehyde as a volatile liquid: 1H NMR (CDCl3) 9.73 (1H, t, J 2.5 Hz), 7.17 (2H, m), 7.12 (2H, m), 3.64 (2H, d, J 2.5 Hz ), 2.35 (3H, s). To a stirred mixture of benzyl (trans-3-{[tert-butyl(dimethyl)silyl]oxy}cyclopentyl)carbamate (524 mg, 1.5 mmol), triethylsilane (0.36 ml, 260 mg, 2.25 mmol), and bismuth tribromide (45 mg, 0.10 mmol), in anhydrous acetonitrile (7.5 ml), was added the freshly prepared 4-methylphenylacetaldehyde (460 mg, approx. 2.2 mmol) slowly, keeping the temperature at or below 25 C. After stirring for 4 h, the reaction was quenched with half-saturated sodium bicarbonate (30 ml) and ethyl acetate (25 ml). The mixture was filtered through filter aid, the pad was washed with ethyl acetate (3×8 ml), and the filtrate layers were separated. The organic layer was washed with one-fifth saturated brine (8 ml) and water (8 ml), dried (sodium sulfate), filtered, and the solvent evaporated under reduced pressure to give a heterogeneous oil (1.19 g). The oil was chromatographed on silica gel, eluting with ethyl acetate:hexane (5:95 increasing to 25:75) to give a white solid. The solid was triturated with ethyl acetate:hexane (20:80), filtered off and dried to give benzyl {trans-3-[2-(4-methylphenyl)ethoxy]cyclopentyl}carbamate (291 mg, 55%) as a white solid. A second crop was obtained from the mother liquor (34 mg, 6%). 1H NMR (CDCl3) 7.35 (5H, m), 7.09 (4H, s), 5.08 (2H, s), 4.63 (1H, br s), 4.15 (1H, m), 3.95 (1H, m), 3.52 (2H, t, J 7 Hz), 2.84 (2H, t, J 7 Hz), 2.31 (3H, s), 2.12 (2H, m), 1.92 (1H, m), 1.68 (1H, m), 1.58 (1H, m), 1.36 (1H, m).

According to the analysis of related databases, 14062-19-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Thompson, Wayne; Young, Steven D.; Phillips, Brian T.; Munson, Peter; Whitter, Willie; Liverton, Nigel; Dieckhaus, Christine; Butcher, John; McCauley, John A.; McIntyre, Charles J.; Layton, Mark E.; Sanderson, Philip E.; US2005/54658; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 14062-19-2, name is Ethyl p-Tolylacetate, molecular formula is C11H14O2, 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 14062-19-2

LiHMDS was prepared by the treatment of HMDS (2.432 g, 15.07 mmol) with n-BuLi (1.6 M solution in hexane, 9.4 mL, 15 mmol) in dry THF (30 mL) at 0C for 30 min. To a solution of ethyl p-tolylacetate (1.778 g, 9.98 mmol) in dry THF (30 ml) was added the LiHMDS at -78C. The mixture was stirred at -78C for 30 min. To the mixture, ethyl cyanoformate (1.110 g, 11.20 mmol) was added at -78C, and then the mixture was allowed to warm to 0C for 80 min. 10% HCl was added at 0C, and the mixture was extracted twice with CH2Cl2. The combined organic extracts were dried over Na2SO4. After removal of the solvent, the residue was purified by column chromatography using silica gel (hexane/acetone 25/1) to afford 7 as a colorless oil (2.396 g, 96%). 1H NMR spectra data were identical to those reported in the literature.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 14062-19-2, its application will become more common.

Reference:
Article; Kawasaki, Masashi; Kuroyanagi, Saki; Ito, Takuya; Morita, Hiroyuki; Tanaka, Yasuo; Toyooka, Naoki; Tetrahedron; vol. 73; 15; (2017); p. 2089 – 2099;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 14062-19-2, name is Ethyl p-Tolylacetate, 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 14062-19-2, HPLC of Formula: C11H14O2

Compounds (XIV) may be produced by reacting a compound (XIII) with tetrahydro-2H-pyran-4-one. The reaction may be effected in an organic solvent generally not having any influence on the reaction, in the presence of a base with cooling at -78C to -20C. For the base, preferred are organometal amides such as lithium hexamethyldisilazide and lithium diisopropylamide; and for the solvent, preferred are tetrahydrofuran and diethyl ether.

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 p-Tolylacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1367058; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics