Category: 6346-09-4

Electric Literature of 6346-09-4, 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. 6346-09-4, name is 4,4-Diethoxybutan-1-amine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of 0.5 g (1.8 mmol) of 4-(dibromomethyl)benzaldehyde, 0.11 g (1.8 mol) of isopropylamine and 0.2 g of molecular sieves 3A in 10 mL of anhydrous benzene was kept for 24 h at room temperature and filtered. After removal of solvent, 0.44 g (77%) of N-isopropyl-4-(dibromomethyl)benzenecarbimine 13a was obtained as a yellow oily substance.

The chemical industry reduces the impact on the environment during synthesis 4,4-Diethoxybutan-1-amine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Gazizov; Ivanova, S. Yu.; Bagauva; Karimova; Ibragimov, Sh. N.; Musin; Russian Journal of General Chemistry; vol. 85; 9; (2015); p. 2209 – 2211; Zh. Obshch. Khim.; vol. 85; 9; (2015); p. 2209 – 2211;,
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Synthetic Route of 6346-09-4, A common heterocyclic compound, 6346-09-4, name is 4,4-Diethoxybutan-1-amine, molecular formula is C8H19NO2, 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.

Step1 To the stirred solution of 1,3-dioxo-1,3-dihydro-isoindole-2-carboxylic acid ethyl ester (10 g, 62 mmol, 1 eq) in dry THF (200 mL) were added 4,4-diethoxy-butylamine (13.6 g, 62 mmol, 1 eq) and TEA (8.6 mL, 62 mmol, 1 eq) under ice cooled condition and stirred at RT for 16 h. After completion of the reaction, it was concentrated under reduced pressure to obtain crude product which was purified by silica gel (100-200 mesh) column chromatography (5% EA/Hexane) to afford 2-(4,4-diethoxy-butyl)-isoindole-1,3-dione (17 g, 94% yield) as light yellowish liquid.

The synthetic route of 6346-09-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; JAKOB, FLORIAN; NORDHOFF, SONJA; RIDER, DAVID; WAGENER, MARKUS; BAHRENBERG, GREGOR; DUNKERN, TORSTEN; (70 pag.)US2018/78541; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 6346-09-4, name is 4,4-Diethoxybutan-1-amine, belongs to ethers-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 6346-09-4, Quality Control of 4,4-Diethoxybutan-1-amine

General procedure: To the cooled solution (5-8) of appropriate sulfonyl chloride (20 mmol) and triethylamine (3.5 ml) in dichloromethane (100 ml) 4,4-diethoxybutane-1-amine (3.4 g, 20 mmol) was added. Reaction mixture was stirred at room temperature for 12 h, washed with saturated NaHCO3 solution in water (100 ml). Organic layer was separated, dried over MgSO4 and evaporated to give target compounds 1.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Gazizov, Almir S.; Smolobochkin, Andrey V.; Anikina, Ekaterina A.; Voronina, Julia K.; Burilov, Alexander R.; Pudovik, Michail A.; Synthetic Communications; vol. 47; 1; (2017); p. 44 – 52;,
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Related Products of 6346-09-4, A common heterocyclic compound, 6346-09-4, name is 4,4-Diethoxybutan-1-amine, molecular formula is C8H19NO2, 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.

N-Fmoc-4-amino-butyraldehyde diethyl acetal4-Amino-butyraldehyde diethyl acetal (8.0 g, 0.050 mol) was Fmoc protected following Procedure 16 to give the desired N-Fmoc-4-amino-butyraldehyde diethyl acetal (22.08 g, MS m/e [M+Na]+ calcd 406.2, found 406.1), which was carried through to the next step without further purification; Procedure 16: Protection of Amine by Fmoc GroupTo a stirring solution of the amine (0.049 mol) in DCM (100 mL), was added DIPEA (16 mL, 0.099 mol) and the reaction mixture was cooled to O0C. Fmoc- Cl (12.8 g, 0.049 mol) was then added portion-wise over several minutes, and the reaction was allowed to warm to room temperature for 2 hr. The organic layer was washed with water (2 x 50 mL) and brine (50 mL), dried over Na2SO4, filtered and concentrated to dryness to yield the Fmoc protected amine (90-95% yield).

The synthetic route of 6346-09-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACHAOGEN, INC.; BRUSS, Jon, B.; MILLER, George, H.; AGGEN, James, Bradley; ARMSTRONG, Eliana, Saxon; WO2010/132777; (2010); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 6346-09-4, name is 4,4-Diethoxybutan-1-amine, molecular formula is C8H19NO2, 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. Computed Properties of C8H19NO2

4-Amino-butyraldehyde diethyl acetal (8.0 g, 0.050 mol) was Fmoc protected following Procedure 10 to give the desired N-Fmoc-4-amino-butyraldehyde diethyl acetal (22.08 g, MS m/e [M+Na]+ calcd 406.2, found 406.1), which was carried through to the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6346-09-4, its application will become more common.

Reference:
Patent; ACHAOGEN, INC.; AGGEN, James, Bradley; DOZZO, Paola; GOLDBLUM, Adam, Aaron; HILDEBRANDT, Darin, James; KANE, Timothy, Robert; GLIEDT, Micah, James; LINSELL, Martin, Sheringham; WO2011/44538; (2011); A1;,
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Electric Literature of 6346-09-4, 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. 6346-09-4 name is 4,4-Diethoxybutan-1-amine, 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 mixture of 4.2 g (20 mmol) of 4-chlorobenzenesulfonyl chloride and 2.5 mL oftrimethylamine in 100 mL of dichloromethane at cooling (5-8 C) was added 3.2 g (20 mmol) of 4,4-diethoxybutan-1-amine. The reaction mixture was stirred at room temperature for 12 h, washed with saturated solution of NaHCO3 (100 mL), the organic layer was separated and evaporated in a vacuum. Yield 5.4 g (93%). 1H NMR spectrum (CDCl3), , ppm: 1.12t (3H, CH3, J 7.0 Hz), 1.38-1.48 m (1H, CH2), 1.69-1.77 m (1H, CH2), 1.81-1.87 m (1H, CH2), 1.91-2.09m (1H, CH2), 3.07-3.15 m (1H, CH2), 3.30-3.39 m(1H, CH2), 3.42-3.50 m (1H, CH2), 3.66-3.72 m (1H, CH2), 5.15-5.19 m (1H, CH), 7.43 d (2H arom, J 8.5 Hz), 7.75 d (2H arom, J 8.5 Hz). 13C NMR spectrum (CDCl3), ppm: 14.98, 14.99, 23.12, 32.76, 47.22, 63.17,90.21, 128.84, 129.25, 137.73, 139.01.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4,4-Diethoxybutan-1-amine, and friends who are interested can also refer to it.

Reference:
Article; Smolobochkin; Anikina; Gazizov; Burilov; Pudovik; Russian Journal of Organic Chemistry; vol. 53; 2; (2017); p. 199 – 202; Zh. Org. Khim.; vol. 53; 2; (2017); p. 209 – 212;,
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Related Products of 6346-09-4, 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. 6346-09-4, name is 4,4-Diethoxybutan-1-amine, This compound has unique chemical properties. The synthetic route is as follows.

The compound was prepared as described in J. Chem. Soc, Perkin Trans. 1 1986, 447-453, which is hereby incorporated by reference in its entirety. [00358] 4-Aminobutyraldehyde diethyl acetal (6.4 g, 39.7 mmol) and mesityl oxide (20 ml, 175.2 mmol) were mixed neat and stirred at room temperature for 1 hour. After this time, the reaction mixture was extracted with 2.5 M HC1 and the extract washed with ether. The aqueous layer was heated at reflux for 3 hours. The reaction mixture was concentrated in vacuo to reduce the volume by -50%. The concentrated aqueous layer was cooled on ice and diluted with methylene chloride (-100 ml). The mixture was basified with aqueous potassium hydroxide and the layers separated. The aqueous layer was further extracted with methylene chloride (100 ml) and the combined organic extracts were washed with aqueous potassium carbonate. The organic layer was dried over potassium carbonate, filtered and concentrated. Purification by flash column chromatography, on silica gel, eluting with neat EtOAc provided the product as pale yellow oil, 3.2 g (48% yield). The mixture can also be purified by distillation from K2CO3 (instead of column chromatography) to afford the ketone in a similar yield. [00359] 1H NMR (CDC13, 300 MHz) delta: 3.02 (dt, J = 8.8, 3.6 Hz, 1H), 2.74-2.84 (m, 1H), 2.38-2.54 (m, 3H), 2.09-2.24 (m, 2H), 1.86-2.02 (m, 2H), 1.72-1.82 (m, 1H), 1.45-1.57 (m, 1H), 1.24 (s, 3H), 0.92 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 4,4-Diethoxybutan-1-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; SINGH, Rajinder; DUNCTON, Matthew; ZHANG, Jing; ALVAREZ, Salvador; TSO, Kin; HOLLAND, Sacha; YEN, Rose; KOLLURI, Rao; HECKRODT, Thilo; CHEN, Yan; MASUDA, Esteban; LI, Hui; PAYAN, Donald G.; KELLEY, Ryan; WO2013/152198; (2013); A1;,
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6346-09-4, name is 4,4-Diethoxybutan-1-amine, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 6346-09-4

Triethylamine (25.6 mL, 185 mmol, 2 eq.) at 0 C was added to a solution of 4-aminobutyraldehyde diethyl acetal (15.0 g, 92.2 mmol, 1.0 eq.) in anhydrous dichloromethane (150 mL) under nitrogen atmosphere, and the reaction mixture was allowed to stir for 15 min, followed by dropwise addition of acetic anhydride (43.9 mL, 464 mmol, 5.0 eq.) at 0 C. The resulting reaction mixture was stirred for 2 h at 40 C. The resulting reaction mixture was quenched with a saturated aqueous solution of Na2CO3 (500 mL) and extracted with dichloromethane (100 mL × 4). The combined organic extract was dried over anhydrous Na2SO4 and concentrated under reduced pressure, yielding the desired compound B, (Fig. 1A, 15.5 g, 82% yield) as colorless oil. The compound was used as such in the next step without further characterization and confirmation.

The synthetic route of 6346-09-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Boutin, Jean A.; Bouillaud, Frederic; Janda, Elzbieta; Gacsalyi, Istvan; Guillaumet, Gerald; Hirsch, Etienne C.; Kane, Daniel A.; Nepveu, Francoise; Reybier, Karine; Dupuis, Philippe; Bertrand, Marc; Chhour, Monivan; Le Diguarher, Thierry; Antoine, Mathias; Brebner, Karen; Da Costa, Herve; Ducrot, Pierre; Giganti, Adeline; Goswami, Vishalgiri; Guedouari, Hala; Michel, Patrick P.; Patel, Aakash; Paysant, Jerome; Stojko, Johann; Viaud-Massuard, Marie-Claude; Ferry, Gilles; Molecular Pharmacology; vol. 95; 3; (2019); p. 269 – 285;,
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Related Products of 6346-09-4, 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. 6346-09-4, name is 4,4-Diethoxybutan-1-amine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of appropriate amine (11.2 mmol) in dry CH2Cl2 (11 ml) CDI (2.0 g, 12.3 mmol) wasadded. The mixture was stirred at room temperature for 120 h. To the resulting solution 4,4-diethoxybutyl-1-amine (1.80 g, 11.2 mmol) was added and the reaction mixture was stirred at roomtemperature for additional 72 h. Solvent was evaporated invacuo. Residue was througly washedwith water, filtered and dried in vacuo (2 h, 0.01 torr) to give the title compound 1.

The synthetic route of 4,4-Diethoxybutan-1-amine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gazizov; Smolobochkin; Voronina; Burilov; Pudovik; Tetrahedron; vol. 71; 3; (2015); p. 445 – 450;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 6346-09-4, name is 4,4-Diethoxybutan-1-amine, molecular formula is C8H19NO2, 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 6346-09-4

Procedure 16: Protection of Amine by Fmoc GroupTo a stirring solution of the amine (0.049 mol) in DCM (100 mL), was added DIPEA (16 mL, 0.099 mol) and the reaction mixture was cooled to 0C. Fmoc- Cl (12.8 g, 0.049 mol) was then added portion-wise over several minutes, and the reaction was allowed to warm to room temperature for 2 hr. The organic layer was washed with water (2 x 50 mL) and brine (50 mL), dried over Na2SO4, filtered and concentrated to dryness to yield the Fmoc protected amine (90-95% yield). Example 43 6′-(4-Amino-butyl)-l-(4-amino-2(5)-hydroxy-butyryl)-sisomicinN-Fmoc-4-amino-butyraldehyde diethyl acetal4-Amino-butyraldehyde diethyl acetal (8.0 g, 0.050 mol) was Fmoc protected following Procedure 16 to give the desired N-Fmoc-4-amino-butyraldehyde diethyl acetal (22.08 g, MS m/e [M+Na]+ calcd 406.2, found 406.1), which was carried through to the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6346-09-4, its application will become more common.

Reference:
Patent; ACHAOGEN, INC.; WO2009/67692; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem