ChemicalBook CAS DataBase List N-ALLYLANILINE

N-ALLYLANILINE synthesis

13synthesis methods

Product Name:N-ALLYLANILINE
CAS Number:589-09-3
Molecular formula:C9H11N
Molecular Weight:133.19

62-53-3 Synthesis

62-53-3
635 suppliers
$10.00/1g

107-05-1 Synthesis

107-05-1
400 suppliers
$16.80/100ML

589-09-3
89 suppliers
$28.39/5g

Yield: 78.1%

Reaction Conditions:

with sodium hydroxide in water at 75 - 84; for 4 h;Solvent;

Steps:

4 Preparation of N-allylaniline
In a flask equipped with a stirrer, a reflux condenser, a dropping funnel and a thermometer, 372.5 g of aniline ( 4.000 mol), 320.0 g of a 25% by mass sodium hydroxide aqueous solution (2.000 mol as sodium hydroxide, twice as equivalent to 1 equivalent of chlorine atom of allyl chloride), and the mixture was heated to 80 ° C. . After the internal temperature was stabilized, 76.5 g (1.000 mol) of allyl chloride was added dropwise at 75 to 84 ° C. over 2 hours, and the mixture was stirred at that temperature for 2 hours. By analyzing the oil phase of the obtained reaction solution by gas chromatography, It was confirmed that the mass ratio of allyl chloride, aniline as a raw material, N-allylaniline as a product, N, N-diallylaniline was 0: 68: 28: 4. After cooling to room temperature, the resultant reaction solution was separated, and the oil phase was distilled to obtain 104.0 g (0.781 mol, yield) of a light yellow transparent fraction having a boiling point of 84 to 86 ° C / 1.0 kPa 78.1%).

References:

Shin-Etsu Chemical Co., Ltd.;Nyugaku, Takeru;Kuboda, Toru JP2017/48123, 2017, A Location in patent:Paragraph 0034

106-95-6 Synthesis