New learning discoveries about 4-Butoxyaniline

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.

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