Category: 181140-34-1

Some common heterocyclic compound, 181140-34-1, name is (R)-(-)-N-(2,3-Epoxypropyl)phthalimide, molecular formula is C11H9NO3, 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: (R)-(-)-N-(2,3-Epoxypropyl)phthalimide

General procedure: Compounds 2-5 were synthesized using a modified procedure originally reported by Roehrig et al.28 To a cooled solution of (R)-(-)-N-(2,3-epoxypropyl)phthalimide 1 (102 mg, 0.50 mmol) in 10 mL of 2-propanol, amine or aminoalcohol (0.6 mmol, 1.2 equiv) in 10 mL of 2-propanol was added at 0 C and stirred for 1 h. It was then refluxed for 8 h. After the completion of the reaction, the solvent was removed under reduced pressure and the crude product was purified by flash chromatography on silica gel (CHCl3/MeOH 1:20 as eluent) to afford 2-5 as white crystals.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 181140-34-1, its application will become more common.

Reference:
Article; Bozkurt, Selahattin; Durmaz, Mustafa; Naziroglu, Hayriye Nevin; Yilmaz, Mustafa; Sirit, Abdulkadir; Tetrahedron Asymmetry; vol. 22; 5; (2011); p. 541 – 549;,
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Indoline | C8H9N – PubChem

Electric Literature of 181140-34-1, 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 181140-34-1 as follows.

General procedure: Compounds 3-7 have been synthesized using a procedure originallyreported by Roehrig et al.16 Chiral amine or amino alcohol(0.6 mmol, 1.2 equiv) in 10 mL isopropanol was added to the solutionof (R)-N-(2,3-epoxypropyl)phthalimide (102 mg, 0.50 mmol)in 10 mL of isopropanol at in an ice bath and stirred for 1 h. thenrefluxed for 12 h. The reaction monitored by TLC. Solvent was removed by rotary evaporator under reduced pressure after completionof the reaction.

According to the analysis of related databases, 181140-34-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Karakaplan, Mehmet; Jameel, Basam; Tetrahedron Asymmetry; vol. 27; 14-15; (2016); p. 597 – 602;,
Indoline – Wikipedia,
Indoline | C8H9N – 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. 181140-34-1, name is (R)-(-)-N-(2,3-Epoxypropyl)phthalimide, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C11H9NO3

To a reaction vessel were added (R)-glycidylphthalimide 4.06 g (20.0 mmol) obtained above, 4-chloro-2-methoxyphenol 3.17 g (20.0 mmol), cesium fluoride 0.608 g (4.0 mmol) and DMF 30 mL, and the mixture was stirred at 80 C. for 38 hours. After evaporation of the solvent, to the condensed residue was added 1,2-dichloroethane and the mixture was washed with an aqueous 3% NaOH solution, an aqueous 1% HCl solution and an aqueous 3% NaCl solution successively. The organic layer was taken and evaporated to give crude (R)-1-(4-chloro-2-methoxyphenoxy)-3-phthalimido-2-propanol 6.21 g (yield 87%, chemical purity 96%) as a pale yellow solid. 1HNMR (CDCl3, 270 MHz) delta3.17 (br, 1H), 3.80 (s, 3H), 3.88-4.11 (m, 4H), 4.23-4.32 (m, 1H), 6.83-6.86 (m, 3H), 7.71-7.88 (m, 4H) 13CNMR (CDCl3, 68 MHz) 640.9, 55.9, 68.5, 72.5, 112.4, 116.0, 120.3, 123.2, 126.9, 131.8, 133.9, 146.6, 150.3, 168.3

According to the analysis of related databases, 181140-34-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Miki, Yasushi; Mikami, Masafumi; US2006/19993; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 181140-34-1, 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. 181140-34-1, name is (R)-(-)-N-(2,3-Epoxypropyl)phthalimide belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Compounds 3-7 have been synthesized using a procedure originallyreported by Roehrig et al.16 Chiral amine or amino alcohol(0.6 mmol, 1.2 equiv) in 10 mL isopropanol was added to the solutionof (R)-N-(2,3-epoxypropyl)phthalimide (102 mg, 0.50 mmol)in 10 mL of isopropanol at in an ice bath and stirred for 1 h. thenrefluxed for 12 h. The reaction monitored by TLC. Solvent was removed by rotary evaporator under reduced pressure after completionof the reaction.

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, (R)-(-)-N-(2,3-Epoxypropyl)phthalimide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Karakaplan, Mehmet; Jameel, Basam; Tetrahedron Asymmetry; vol. 27; 14-15; (2016); p. 597 – 602;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 181140-34-1, These common heterocyclic compound, 181140-34-1, name is (R)-(-)-N-(2,3-Epoxypropyl)phthalimide, 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.

To a mixture of compound A24 (1 g, 4.92 mmol) in THF (10 mL) was added TEA (597 mg, 5.91 mmol, 822 uL) and 2-hydroxy-2-methyl-propanenitrile (502 mg, 5.91 mmol), the mixture was stirred at 75C for 12 hours to give a yellow mixture. LCMS showed the reactant was remained. The mixture was stirred for another 16 hours to give a brown mixture. TLC showed the reaction was completed. The mixture was partitioned between EtOAc (30 mL) and H20 (20 mL). The aqueous phase was extracted with EtOAc (30 mL x 2). The combined organic extract was dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to give a crude product. The crude product was purified by combi flash to afford compound A25 (450 mg) as an off-white solid.

Statistics shows that (R)-(-)-N-(2,3-Epoxypropyl)phthalimide is playing an increasingly important role. we look forward to future research findings about 181140-34-1.

Related Products of 181140-34-1, 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. 181140-34-1, name is (R)-(-)-N-(2,3-Epoxypropyl)phthalimide belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of (R)-N-(2,3-epoxypropyl)-phthalimide (3.0 g, 14.8 mmol) and 2,4-dimethylphenol (1.6 g, 13.0 mmol) in toluene (30 mL) was added DBU (1.3 mmol) and the resulting mixture was heated at 120 C. for 18 h. The reaction mixture was cooled to 75 C., diluted with isopropanol (50 mL) and treated with hydrazine (4 mL). After stirring the mixture at 80 C. for 4 h, cooled to room temperature and solvents were evaporated in vacuo. The residue was dissolved in aq. NaOH (100 mL, 5 N) and extracted with chloroform (2×100 mL). The combined organic layer was washed with brine (100 mL) and dried over Na2SO4. The solvent was filtered and evaporated in vacuo to afford the desired product as an off-white solid. Yield: 1.7 g, 59% LCMS [M+H]+ 196.1 The product can be recrystallized from isopropyl alcohol.

The synthetic route of (R)-(-)-N-(2,3-Epoxypropyl)phthalimide has been constantly updated, and we look forward to future research findings.

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. 181140-34-1, name is (R)-(-)-N-(2,3-Epoxypropyl)phthalimide, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C11H9NO3

To the solution of compound A19 (500 mg, 2.46 mmol) in DMF (5 mL) was added NaN3 (319 mg, 4.92 mmol) and NH4Cl (158 mg, 2.95 mmol). The mixture was stirred at 80 C for 3 hours to give a yellow mixture. LCMS showed the reaction was completed. The mixture was partitioned between EtOAc (30 mL) and H20 (20 mL). The aqueous phase was extracted with EtOAc (30 mL x 2). The combined organic extract was dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to give compound A20 (820 mg, crude) as a yellow oil.

According to the analysis of related databases, 181140-34-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; QURIENT CO., LTD.; LEAD DISCOVERY CENTER GMBH; NAM, Kiyean; KIM, Jaeseung; JEON, Yeejin; YU, Donghoon; SEO, Mooyoung; PARK, Dongsik; EICKHOFF, Jan; ZISCHINSKY, Gunther; (217 pag.)WO2019/197549; (2019); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 181140-34-1,Some common heterocyclic compound, 181140-34-1, name is (R)-(-)-N-(2,3-Epoxypropyl)phthalimide, molecular formula is C11H9NO3, 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 solution of 22.6 g (111.21 mmol) of S – (+) – N- (2,3-ethoxypropyl) phthalimide (SM1)5.34 g (27.80 mmol) of 4- (4-aminophenyl) morpholin-3-one (SM2) was added to 250 ml of a three-necked flask, followed by addition of 110 ml of absolute ethanol and the reaction was refluxed for 24 h.With tap water to 50 ~ 55 C , filter, remove the insoluble matter, collecting the filtrate, continue to cool to 10 ~ 15 C crystallization, filtration, a yellow solid. The yellow solid was dissolved in 80 ml of absolute ethanol and cooled to 5 to 10 The filter cake was dried at 50 to 60 C for 5 hours under reduced pressure. The product was obtained in a yield of 60.0% and a purity of 96.2%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (R)-(-)-N-(2,3-Epoxypropyl)phthalimide, its application will become more common.

Reference:
Patent; Chongqing Zhien Pharmaceutical Co., Ltd.; Deng Xianglin; Li Daming; Huang Chaoming; Huang Minghui; Feng Yongmei; Wang Fei; Liao Xingting; (29 pag.)CN106432218; (2017); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 181140-34-1, 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. 181140-34-1 name is (R)-(-)-N-(2,3-Epoxypropyl)phthalimide, 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: Compounds 3-7 have been synthesized using a procedure originallyreported by Roehrig et al.16 Chiral amine or amino alcohol(0.6 mmol, 1.2 equiv) in 10 mL isopropanol was added to the solutionof (R)-N-(2,3-epoxypropyl)phthalimide (102 mg, 0.50 mmol)in 10 mL of isopropanol at in an ice bath and stirred for 1 h. thenrefluxed for 12 h. The reaction monitored by TLC. Solvent was removed by rotary evaporator under reduced pressure after completionof the reaction.

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

Reference:
Article; Karakaplan, Mehmet; Jameel, Basam; Tetrahedron Asymmetry; vol. 27; 14-15; (2016); p. 597 – 602;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 181140-34-1, 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. 181140-34-1 name is (R)-(-)-N-(2,3-Epoxypropyl)phthalimide, 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.

To a reaction vessel were added (R)-glycidylphthalimide 5.80 g (28.6 mmol), 4-chloro-2-methoxyphenol 3.17 g (20.0 mmol), potassium carbonate 2.76 g (20 mmol) and DMF 60 mL, and the mixture was stirred at 80 C. for 46 hours. After evaporation of the solvent, to the condensed residue was added 1,2-dichloroethane and the mixture was washed with an aqueous 3% NaOH solution, an aqueous 1% HCl solution and an aqueous 5% NaCl solution successively. The organic layer was taken, and the solvent was evaporated to give (R)-1-(4-chloro-2-methoxyphenoxy)-3-phthalimido-2-propanol 4.20 g (yield 59%, chemical purity 90%) as a pale yellow solid.

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

Reference:
Patent; Miki, Yasushi; Mikami, Masafumi; US2006/19993; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem