Category: 4344-55-2

Adding a certain compound to certain chemical reactions, such as: 4344-55-2, name is 4-Butoxyaniline, 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 4344-55-2, name: 4-Butoxyaniline

Example 303-(4-Butoxyphenyl)-2-thioxo-1,2,3,7-tetrahydro-4H-pyrrolo[2,3-d]pyrimidin-4-one; Ethyl 2-isothiocyanato-1H-pyrrol-3-carboxylate (400 mg) obtained by the method of Reference Example 36, or a method pursuant to thereto, and 4-butoxyaniline (330 mg) obtained by the method of Reference Example 12, or a method pursuant to thereto, were added to acetonitrile (5 ml). The resulting mixture was stirred for 4 hours at 70 C., and then was concentrated under reduced pressure, to obtain a crude solid. This crude solid was added to a solution of potassium tert-butoxide (440 mg) in ethanol (5 ml), and the resulting mixture was stirred for 24 hours at room temperature. Subsequently, 1 M hydrochloric acid was added thereto until the pH value reached 6. A solid precipitated therefrom was collected by filtration, washed with water and petroleum ether, and then dried under reduced pressure, and thus the title compound (254 mg) was obtained.MS(ESI+):316(M+H).

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

Reference:
Patent; Suzuki, Hideo; Fujimoto, Takuya; Yamamoto, Takeshi; US2010/190747; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 4344-55-2,Some common heterocyclic compound, 4344-55-2, name is 4-Butoxyaniline, molecular formula is C10H15NO, 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.

General procedure: Compound 51 (1.00 mmol) was suspended in dry acetonitrile (10 mL) under nitrogen atmosphere. Relevant aniline (1.00 mmol) and 4-dimethylaminopyridine (4.00 mmol) were successively added dropwise and the mixture was stirred at room temperature for 48 h. Ethyl acetate was added and the solution was washed with hydrochloric acid 1N, brine, dried over sodium sulfate, filtered, and evaporated to dryness under vacuum. The white solid was purified by flash chromatography on silica gel.

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

Reference:
Article; Fortin, Sebastien; Wei, Lianhu; Moreau, Emmanuel; Lacroix, Jacques; Cote, Marie-France; Petitclerc, Eric; Kotra, Lakshmi P.; Gaudreault, Rene C.; European Journal of Medicinal Chemistry; vol. 46; 11; (2011); p. 5327 – 5342;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 4344-55-2 name is 4-Butoxyaniline, 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. 4344-55-2

1-bromonaphthalene: 22.78 g (110 mmol) 4-butoxyaniline: 8.26 g, 50 mmol Pd2 (dba)3: 1.007 g, 1.1 mmol P(t-Bu)3: 0.89 g (8.9 g in 10% hexane solution), 4.4 mmol tBuONa: 14.8 g, 154 mmol To a three-necked flask equipped with a reflux condenser, 1-bromonaphthalene, 4-butoxyaniline, Pd2 (dba)3, P(t-Bu)3, t-BuONa and toluene (150 ml) are added and stirred at 80 C. until the 4-butoxyaniline disappears as shown by HPLC analysis. After the reaction is completed, the reaction mixture is passed through a column packed with 6 inches of neutral alumina, and 2 L of toluene eluent is collected. The solvent is removed on rotary evaporator. The residue is extracted with 250 ml of diethyl ether, and the organic layer is washed with 3¡Á200 ml of brine. The organic layer is dried over MgSO4 and concentrated on a rotary evaporator. The crude product is recrystallized from isopropanol. The final product is an off-white powder with a purity of 98.5% as determined by HPLC; the yield is 54%.

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

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; US2012/264977; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem