Category: 14869-41-1

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. 14869-41-1, name is 2-(2-Chloroethoxy)acetic acid, A new synthetic method of this compound is introduced below., SDS of cas: 14869-41-1

A mixture of 2-(2-chloroethoxy)acetic acid (48 mg,0.34 mmol), compound 23 (200 mg, 0.34 mmol) and N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline(100 mg, 0.41 mmol) in THF (4 mL) was stirred at 60 C for 4 h when TLC analysis indicated completionof reaction. The reaction mixture was concentrated in vacuum and THF (5 mL) was added to theresidue. To the stirred mixture was added NaH (40 mg, 1 mmol) in portions at room temperature. Afteraddition, the mixture was stirred at room temperature for 5 h and TLC showed reaction was complete.Then NH4Cl solution (0.2 mL, concentrated solution) was added and the mixture was concentrated invacuum.The residue was recrystallized fromn-hexane and ethyl acetate to give 24zc as a brown solid(174 mg, 76.0% yield). 1H-NMR: 11.84 (s, 1H), 10.45-10.39 (m, 1H), 8.47 (s, 3H), 8.02 (s, 2H), 7.41-7.39(m, 3H), 7.28-7.26 (m, 3H), 7.23-7.19 (m, 2H), 4.90 (m, 1H), 4.34-4.28 (qd, J = 7.2 Hz, 2H), 3.92-3.89(m, 2H), 3.68-3.59 (m, 2H), 3.40-3.38 (m, 2H), 3.17-3.07 (m, 2H), 1.33-1.30 (t, J = 7.2 Hz, 3H). ESI-MS(m/z) = 695.17 [M + Na]+

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:
Article; Wei, Qunchao; Zheng, Zhichao; Zhang, Shijun; Zheng, Xuemin; Meng, Fancui; Yuan, Jing; Xu, Yongnan; Huang, Changjiang; Molecules; vol. 23; 8; (2018);,
Ether – Wikipedia,
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These common heterocyclic compound, 14869-41-1, name is 2-(2-Chloroethoxy)acetic acid, 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. Recommanded Product: 2-(2-Chloroethoxy)acetic acid

In a three-necked round-bottom flask under nitrogen atmosphere equipped with a mechanical stirrer, a thermometer, a condenser and a dropping funnel 6.87 g (0.05 mol) phosphorus trichloride and 10.75 g (0.05 mol) Amberlyst-15 (hydrogen form, dry) were mixed with 50 ml chlorobenzene . Slowly 6.90 g of (0.05 mol) 5-chloro-3- oxapentanoic acid was added drop-wise. After completed addition the reaction mixture was heated to 50 °C for 4 h. During the addition and reaction time the evolution of CO was observed. Then 10 ml water was added and the Amberlyst- 15 was filtered off. The solution was analyzed by ChiEta- and 31P-NMR spectroscopy and 4-Chloro-2-oxabutanyl-l-phosphonic acid observed at 58.9 percentw/w.

The synthetic route of 2-(2-Chloroethoxy)acetic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; STRAITMARK HOLDING AG; BURCK, Sebastian, R., W.; NOTTE, Patrick; WO2013/17564; (2013); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 14869-41-1, name is 2-(2-Chloroethoxy)acetic acid, 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. HPLC of Formula: C4H7ClO3

In a glass RBF equipped with a Teflon-coated magnetic stirrer was dissolved (2-chloro-ethoxy)- acetic acid (1 eq.) in dichlormethane (0.67 M). To this was then added sequentially pyridine (2.5 eq.) and thionyl chloride (1.5 eq.), the latter of which was added drop-wise over 10 mm. The resulting orange solution was stirred at RT under nitrogen for 30 mm before 2-bromo-4-fluoro-5- nitro-phenylamine (1 eq.) was added drop-wise as a solution in dichloromethane (0.67 M). Finally, triethylamine (3.5 eq.) and DMAP (0.1 eq.) were added and the resulting mixture was allowed to stir at RT for 18 h. The reaction was quenched with the addition of water and extracted with EtOAc. The combined organic extracts were then washed further with water and brine, dried over MgS 04, filtered and the filtrate concentrated in vacuo. Further purification by way of column chromatography (Si02, gradient elution, 9:1 (v/v) Hex: EtOAc – EtOAc) furnish the desired product as an orange oil that solidified upon standing (51percent yield).

The synthetic route of 2-(2-Chloroethoxy)acetic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; JORAND-LEBRUN, Catherine; LAN, Ruoxi; CHEN, Austin; CLARK, Ryan C.; (268 pag.)WO2017/49068; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 14869-41-1, name is 2-(2-Chloroethoxy)acetic acid, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-(2-Chloroethoxy)acetic acid

I.1.4. 2-(1-Piperazinyl)ethoxyacetic Acid 8.6 g (0.1 mol) of piperazine, 17.7 g (0.1 mol) of piperazine dihydrochloride and 50 ml of water are introduced into a 100 ml three-necked round-bottomed flask fitted with a water-cooled condenser and a mechanical stirrer. The mixture is brought to a temperature of 70° C. 15.2 g of (2-chloroethoxy) acetic acid are then added dropwise over 15 minutes. The mixture is brought to a temperature of 80° C. with stirring and is maintained at this temperature for 27 hours. The mixture is allowed to cool to room temperature and the water is evaporated off under reduced pressure on a rotary evaporator. The evaporation residue is taken up in 50 ml of ethanol and maintained at 50° C. with stirring for 45 minutes. It is then placed in an ice bath and is stirred for 1 hour. The precipitate (piperazine dihydrochloride) formed is then filtered off and the solvents are evaporated off under reduced pressure on a rotary evaporator at 50° C. 22.4 g of a yellow oil are obtained. 10 g of this mixture are purified on 130 g of Amberlyte IRA-400 resin. Elution is carried out first with 600 ml of water and then with aqueous 0.5 M ammonium acetate solution. The fractions containing the 2-(1-piperazinyl)ethoxyacetic acid or its salt are combined and the water is removed therefrom under reduced pressure at 60° C. on a rotary evaporator. 18.2 g of a mixture containing white crystals and an oil are recovered. This mixture is taken up in 75 ml of isopropanol and the insoluble crystals are filtered off. The filtrate is acidified with 20 ml of a 9N solution of hydrochloric acid in ethanol. The precipitate formed is filtered off quickly, washed with isopropanol and dried on a rotary evaporator under reduced pressure at 50° C. 7.1 g of a white solid are obtained, which solid is purified by subliming the ammonium chloride salts (4 hours at 135° C. under 0.1 mbar and then 8 hours at 150° C. under 0.1 mbar). 1.4 g of 2-(1-piperazinyl)ethoxyacetic acid dihydrochloride are thus obtained. Yield: 12percent NMR: delta: 2.36 (2H, t, 4.8 Hz); 3.45 (4H, m); 3.53 (4H, m); 3.88 (2H, t, 4.8 Hz); 4.09 (2H, s); 10 (1H, bs). Mass spectrum: 189 (MH+)

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 14869-41-1.

Reference:
Patent; UCB, S.A.; US6140501; (2000); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 14869-41-1, name is 2-(2-Chloroethoxy)acetic acid, A new synthetic method of this compound is introduced below., name: 2-(2-Chloroethoxy)acetic acid

A mixture of 2-(2-chloroethoxy)acetic acid (48 mg,0.34 mmol), compound 23 (200 mg, 0.34 mmol) and N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline(100 mg, 0.41 mmol) in THF (4 mL) was stirred at 60 C for 4 h when TLC analysis indicated completionof reaction. The reaction mixture was concentrated in vacuum and THF (5 mL) was added to theresidue. To the stirred mixture was added NaH (40 mg, 1 mmol) in portions at room temperature. Afteraddition, the mixture was stirred at room temperature for 5 h and TLC showed reaction was complete.Then NH4Cl solution (0.2 mL, concentrated solution) was added and the mixture was concentrated invacuum.The residue was recrystallized fromn-hexane and ethyl acetate to give 24zc as a brown solid(174 mg, 76.0% yield). 1H-NMR: 11.84 (s, 1H), 10.45-10.39 (m, 1H), 8.47 (s, 3H), 8.02 (s, 2H), 7.41-7.39(m, 3H), 7.28-7.26 (m, 3H), 7.23-7.19 (m, 2H), 4.90 (m, 1H), 4.34-4.28 (qd, J = 7.2 Hz, 2H), 3.92-3.89(m, 2H), 3.68-3.59 (m, 2H), 3.40-3.38 (m, 2H), 3.17-3.07 (m, 2H), 1.33-1.30 (t, J = 7.2 Hz, 3H). ESI-MS(m/z) = 695.17 [M + Na]+

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:
Article; Wei, Qunchao; Zheng, Zhichao; Zhang, Shijun; Zheng, Xuemin; Meng, Fancui; Yuan, Jing; Xu, Yongnan; Huang, Changjiang; Molecules; vol. 23; 8; (2018);,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 14869-41-1, name is 2-(2-Chloroethoxy)acetic acid, 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. name: 2-(2-Chloroethoxy)acetic acid

In a three-necked round-bottom flask under nitrogen atmosphere equipped with a mechanical stirrer, a thermometer, a condenser and a dropping funnel 6.87 g (0.05 mol) phosphorus trichloride and 10.75 g (0.05 mol) Amberlyst-15 (hydrogen form, dry) were mixed with 50 ml chlorobenzene . Slowly 6.90 g of (0.05 mol) 5-chloro-3- oxapentanoic acid was added drop-wise. After completed addition the reaction mixture was heated to 50 ¡ãC for 4 h. During the addition and reaction time the evolution of CO was observed. Then 10 ml water was added and the Amberlyst- 15 was filtered off. The solution was analyzed by ChiEta- and 31P-NMR spectroscopy and 4-Chloro-2-oxabutanyl-l-phosphonic acid observed at 58.9 percentw/w.

The synthetic route of 2-(2-Chloroethoxy)acetic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; STRAITMARK HOLDING AG; BURCK, Sebastian, R., W.; NOTTE, Patrick; WO2013/17564; (2013); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 14869-41-1, name is 2-(2-Chloroethoxy)acetic acid, 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. name: 2-(2-Chloroethoxy)acetic acid

In a three-necked round-bottom flask under nitrogen atmosphere equipped with a mechanical stirrer, a thermometer, a condenser and a dropping funnel 6.87 g (0.05 mol) phosphorus trichloride and 10.75 g (0.05 mol) Amberlyst-15 (hydrogen form, dry) were mixed with 50 ml chlorobenzene . Slowly 6.90 g of (0.05 mol) 5-chloro-3- oxapentanoic acid was added drop-wise. After completed addition the reaction mixture was heated to 50 ¡ãC for 4 h. During the addition and reaction time the evolution of CO was observed. Then 10 ml water was added and the Amberlyst- 15 was filtered off. The solution was analyzed by ChiEta- and 31P-NMR spectroscopy and 4-Chloro-2-oxabutanyl-l-phosphonic acid observed at 58.9 percentw/w.

The synthetic route of 2-(2-Chloroethoxy)acetic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; STRAITMARK HOLDING AG; BURCK, Sebastian, R., W.; NOTTE, Patrick; WO2013/17564; (2013); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 14869-41-1, name is 2-(2-Chloroethoxy)acetic acid belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-(2-Chloroethoxy)acetic acid

1.39 g (10.0 mmol) 2-(2-chloro-ethoxy)-acetic acid are heated to 60¡ã C. for 1 h with 1 drop of DMF in 8.0 ml of thionyl chloride and then evaporated down completely i. vac. The residue is added in 5 ml THF to a mixture of 1.18 g (10.0 mmol) 4-amino-benzonitrile and 4.5 ml (32.5 mmol) TEA in 20 ml THF at 0¡ã C. and rinsed with 5 ml THF. Then the mixture is stirred for 16 h at ambient temperature. After evaporation i. vac. the residue is combined with ethyl acetate, washed with 2N hydrochloric acid and sat. sodium hydrogen carbonate solution and dried on sodium sulphate. After evaporation i. vac. the residue is purified by chromatography on silica gel (eluant gradient: petroleum ether/ethyl acetate=6:1–>3:1). Yield: 1.82 g (76percent) Rf value: 0.43 (silica gel, petroleum ether/ethyl acetate 1:1) C11H11ClN2O2 (238.67) Mass spectrum: (M-H)-=237/239 (chlorine isotopes); (c) 2-(2-chloro-ethoxy)-acetic acid-chloride13.86 g (100 mmol) 2-(2-chloro-ethoxy)-acetic acid are combined with 15 ml (207 mmol) thionyl chloride at ambient temperature and 3 drops of DMF are added. The mixture is stirred for 16 h at 60¡ã C. Then it is evaporated down i. vac., the residue is distilled i. vac. and the overflow is collected at 75-78¡ã C.Yield: 12.90 g (82percent)C4H6Cl2O2 (157.00)Mass spectrum: (M+H)+=157/159/161 (chlorine isotopes)

The synthetic route of 14869-41-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dahmann, Georg; Gerlach, Kai; Pfau, Roland; Priepke, Henning; Wienen, Wolfgang; Schuler-Metz, Annette; Nar, Herbert; US2008/51578; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 14869-41-1, These common heterocyclic compound, 14869-41-1, name is 2-(2-Chloroethoxy)acetic acid, 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.

In a glass RBF equipped with a Teflon-coated magnetic stirrer was dissolved 4-fluoro-2-methoxy-5- nitro-phenylamine (1 eq.) in DMF (0.32 M). To this was then added sequentially HATU (1.2 eq.), DMAP (0.1 eq.), (2-chloro-ethoxy)-acetic acid (1.1 eq.) and finally ethyl-diisopropylamine (3 eq.). When the reaction was deemed to be complete by LCMS (14 h), the reaction mixture was diluted with EtOAc and washed sequentially with 10percent aq. HC1, sat. aq. NaHCO3, water and brine. The organic extract was then dried over MgSO4 and filtered. Concentration of the filtrate thus obtained in vacuo furnished the desired product as a tan solid (99percent yield).

The synthetic route of 14869-41-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; JORAND-LEBRUN, Catherine; LAN, Ruoxi; CHEN, Austin; CLARK, Ryan C.; (268 pag.)WO2017/49068; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 14869-41-1 as follows. Computed Properties of C4H7ClO3

2-(2-Chloroethoxy)acetic acid (1.0 g, 7.2 mmol) was dissolved in dichloromethane (10.0 mL)Then oxalyl chloride (1.2 mL, 14 mmol) was added and stirred at room temperature for 4 hours.Evaporate the solvent under reduced pressure.The crude product was used directly in the next reaction.

According to the analysis of related databases, 14869-41-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Wang Xiaojun; Zuo Yinglin; Yu Chuan; Yang Chuanwen; Wang Jiancheng; Li Jing; Cao Shengtian; Wu Fangyuan; Zhang Yingjun; S ¡¤geerdeman; (79 pag.)CN108690016; (2018); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem