Category: 2393-23-9

Application of 2393-23-9, A common heterocyclic compound, 2393-23-9, name is 4-Methoxybenzylamine, molecular formula is C8H11NO, 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.

1.1. Synthesis of bis-(4-methoxy-benzyl)-amine (Int. 1) p-Anisaldehyde (411 mmol), 4-methoxybenzylamine (411 mmol) and toluene (500 mL) were combined in a round bottomed flask fitted with a condenser and a Dean-Stark trap. The reaction was refluxed for 1 h during which water was removed from the reaction mixture. The reaction was cooled and concentrated. The residue was dissolved in MeOH (120 mL). The mixture was cooled to 5 C. and NaBH4 (205 mmol) was added in portions over 45 min. The reaction was slowly heated to reflux. After 2 h at reflux, the reaction was cooled to room temperature and concentrated. The residue was dissolved in EtOAc. The organic layer was washed (3*H2O and brine), dried (Na2SO4) and concentrated to yield the desired product.

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; GALAPAGOS NV; Menet, Christel Jeanne Marie; Mammoliti, Oscar; Blanc, Javier; Orsulic, Mislav; Roscic, Maja; (81 pag.)US9440929; (2016); B2;,
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Some common heterocyclic compound, 2393-23-9, name is 4-Methoxybenzylamine, molecular formula is C8H11NO, 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: 4-Methoxybenzylamine

1.1. Synthesis of bis-(4-methoxy-benzyl)-amine (Int. 1) p-Anisaldehyde (411 mmol), 4-methoxybenzylamine (411 mmol) and toluene (500 mL) were combined in a round bottomed flask fitted with a condenser and a Dean-Stark trap. The reaction was refluxed for 1 h during which water was removed from the reaction mixture. The reaction was cooled and concentrated. The residue was dissolved in MeOH (120 mL). The mixture was cooled to 5 C. and NaBH4 (205 mmol) was added in portions over 45 min. The reaction was slowly heated to reflux. After 2 h at reflux, the reaction was cooled to room temperature and concentrated. The residue was dissolved in EtOAc. The organic layer was washed (3*H2O and brine), dried (Na2SO4) and concentrated to yield the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2393-23-9, its application will become more common.

Reference:
Patent; MENET, Christel Jeanne Marie; MAMMOLITI, Oscar; BLANC, Javier; ORSULIC, Mislav; ROSCIC, Maja; US2015/203455; (2015); A1;,
Ether – Wikipedia,
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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. 2393-23-9, name is 4-Methoxybenzylamine, A new synthetic method of this compound is introduced below., name: 4-Methoxybenzylamine

Pre aration of Intermediate 1-16.A mixture of p-anisaldehyde (1.8 mL, 14.8 mmol) and 4-methoxybenzylamine (1.9 mL, 14.8 mmol) in EtOH (50 mL) was refluxed for 4 h. On cooling to 0 C, NaBH4 (562 mg, 14.8 mmol) was added and the reaction mixture was stirred for 18 h at rt. On cooling to 0 C, water (50 mL) and DCM (250 mL) were added. The organic phase was separated and the aqueous layer was extracted with DCM (2 x 250 mL). The combined organic layers were dried (MgS04), filtered and evaporated. The residue was dissolved in Et20 (100 mL) and the mixture was cooled to 0 C. 4N HCI in dioxane (-10 mL) was added dropwise and the mixture was stirred for 2 h at 0 C. The resulting white solid was filtered off, washed with Et20/EtOAc to give the desired product (3.99 g, 91 %) as a white solid.1H NMR (300 MHz, DMSO) delta 9.40 (s, 2H), 7.45 (d, J = 8.7 Hz, 4H), 6.98 (d, J = 8.7 Hz, 4H), 4.03 (s, 4H), 3.77 (s, 6H).

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; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; MARTINEZ GONZALES, Sonia; RODRIGUEZ HERGUETA, Antonio; RAMOS LIMA, Francisco, Javier; ALVAREZ ESCOBAR, Rosa, Maria; HIGUERAS HERNANDEZ, Ana Isabel; WO2011/141713; (2011); A1;,
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Some common heterocyclic compound, 2393-23-9, name is 4-Methoxybenzylamine, molecular formula is C8H11NO, 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: C8H11NO

4-Methoxybenzylamine (600 g, 4.37 mol) and 4-methoxybenzaldehyde (532 mL, 4.37 mol) were added to a 10 L RBF at ambient temperature. An exotherm was observed and a white precipitate formed. The mixture was stirred for 1 h and then anhydrous EtOH (4.8 L) was added. After an additional 15-3 0 mm at RT, sodium borohydride granules (99 g, 2.62 mol) were added portionwise over 2 h (during the addition of the NaBH4, the internal temperature of the reaction rose to 42 C), and the mixture was further stirred at RT overnight. The reaction was then quenched slowly with water (600 mL) and then was concentrated in vacuo. The residue was partitioned between water (4 L) and DCM (4 L), and the aqueous layer was extracted with more DCM (2 x 2 L). The combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo to provide 361.01 (1112 g, 99% yield) as a semi-solid. The material was used directly in the next step without futher purification. 1H-NMR (400 MHz, CDC13) oe 7.28 (t, J=7. 1 Hz, 4H), 6.89 (d, J=8.6 Hz, 4H), 3.83 (m, 6H), 3.76 (s, 4H). LCMS-ESI (pos.) m/z: 258.4 (M+H)t

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2393-23-9, its application will become more common.

Reference:
Patent; AMGEN INC.; BROWN, Matthew; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HOUZE, Jonathan; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YEH, Wen-Chen; (815 pag.)WO2018/97944; (2018); A1;,
Ether – Wikipedia,
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Application of 2393-23-9, These common heterocyclic compound, 2393-23-9, name is 4-Methoxybenzylamine, 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 mixture of l-[4-(methyloxy)phenyl]methanamine (40 g) and 4- (methyloxy)benzaldehyde (40.5 g) in methanol (220 mL) was heated to reflux for 3 hours. After cooling to 0 C, NaBH4 (14.34 g) was added portionwise within 30 min and the resulting mixture was stirred at room temperature overnight. Solvent was removed under reduced pressure and the residue was partitioned between EtOAc and water. The aqueous phase was extracted with EtOAc for 3 times. The combined organic layers were washed with water and brine, then dried over anhydrous Na2SC>4. After filtration, solvent was removed in vacuo to afford bis {[4-(methyloxy)phenyl]methyl} amine (75.9 g) as a colorless oil. MS(ES+) m/z 258 (MH+).

Statistics shows that 4-Methoxybenzylamine is playing an increasingly important role. we look forward to future research findings about 2393-23-9.

Reference:
Patent; GLAXO GROUP LIMITED; WANG, Yonghui; CAI, Wei; LIU, Qian; XIANG, Jia-Ning; WO2012/27965; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 2393-23-9, name is 4-Methoxybenzylamine, molecular formula is C8H11NO, 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. SDS of cas: 2393-23-9

1-methyl-1H-imidazole-2-carbaldehyde (0.882 g, 8.019 mmol, 1.1 equiv) and (4-methoxyphenyl)methanamine (0.943mL, 7.29 mmol, 1 equiv) were added to a 250 mL round bottom flask containing activatedmolecular sieves in methanol (73 mL). Reaction mixture was stirred at room temperature (RT).After completion of reaction (3 h), as monitored by TLC, reaction mixture was cooled to 0oC,followed by the addition of sodium borohydride. After complete consumption of imine (17 h), asmonitored by TLC, reaction was quenched with water (25 ml) followed by filtration of molecularsieves, evaporation of methanol in-vacuo, and extraction with ethyl acetate (25 ml X 5). Thecombined organic layers were dried over anhydrous Na2SO4, decanted, followed by removal ofvolatiles in-vacuo. Crude mixture was purified by flash column chromatography using 25-100%EtOAc in hexanes providing 10a (1.27 g, 76%) as a yellow oil

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2393-23-9, its application will become more common.

Reference:
Article; Joshi, Madhur S.; Lansakara, Ashabha I.; Pigge, F. Christopher; Tetrahedron Letters; vol. 56; 23; (2015); p. 3204 – 3207;,
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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. 2393-23-9, name is 4-Methoxybenzylamine, A new synthetic method of this compound is introduced below., Safety of 4-Methoxybenzylamine

3. Bis (4-methoxybenzyl) amine Reflux a solution of 4-methoxybenzylamine (25 g, 182 rnmol) and 4-methoxybenzaldehyde(22 mL, 182 rnmol) in 200 mL EtOH for 3 hours. Evaporate the solvent under reduced pressure to give the intermediate imine as a pale brown oil. Immediately, dissolve the intermediate imine in dry MeOH, cool to 00C, and add NaBH4 (6.9 g, 182 mmol) in portions over 30 minutes. Remove the ice bath, stir the reaction mixture at 4O0C for 40 minutes and reflux for 2 hours. After stirring at room temperature overnight, remove the solvent under vacuum, dissolve the residual oil in CH2Cl2 (200 mL) and wash with 5% NaHCO3 (10 mL). Dry the CH2Cl2 layer (Na2SO4), filter, and concentrate to afford the title product as a yellow oil, which solidifies while standing in the refrigerator. 1H NMR (400 MHz, CDCl3) delta 7.25 (m, 4H), 6.87 (m, 4H), 3.8 (s, 6H), 3.75 (d, 4H, J=8.8 Hz), 1.54 (bs, IH).

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; NEUROGEN CORPORATION; WO2006/42289; (2006); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 2393-23-9, 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. 2393-23-9, name is 4-Methoxybenzylamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of p-anisaldehyde (146 mmol) in ethanol (500 mL) was added 4- methoxybenzylamine (146 mmol). The mixture was then cooled in an ice water bath. NaBH4 (294 mmol) was added in portions and the reaction mixture was allowed to warm to rt, gradually. Ice water slush (100 mL) was added and the mixture was concentrated to half its original volume. The mixture was then extracted with ether and the organics were combined, washed with brine, dried, and concentrated. Hexane (~50 mL) was added and the precipitate was filtered to give 35 g of bis-(4-methoxy-benzyl)-amine, 19, as white solid.

The synthetic route of 4-Methoxybenzylamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; WO2006/81554; (2006); A2;,
Ether – Wikipedia,
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