The origin of a common compound about 16518-62-0

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-N,N-dimethylaniline, and friends who are interested can also refer to it.

Application of 16518-62-0, 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. 16518-62-0 name is 3-Bromo-N,N-dimethylaniline, 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.

EXAMPLE 2 Preparation of 1-(4-chlorobenzyl)-3-dimethyl-amino-6-(3-fluoro-4-isopropoxyphenylamino)benzene (I-123) To a mixture of 3-bromo-1-dimethyl-aminobenzene (0.3 g, 1.5 mmol) and THF (3 mL) were added 4-chlorobenzyl zinc chloride (0.5 M THF solution, 6 mL, 3 mmol), triphenylphosphine (39.3 mg, 0.15 mmol) and palladium acetate (II) (17 mg, 0.08 mmol), and the resulting mixture was heated at reflux for 2 hours. To the reaction mixture was added water (200 mL), and the resulting mixture was extracted with ethyl acetate (200 mL). The extract was washed by brine (100 mL), dried over anhydrous magnesium sulfate, and concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give 1-(4-chlorobenzyl-3-dimethyl-aminobenzene (0.32 g, Yield: 87percent) as colorless oil. 1H-NMR, (delta ppm TMS/CDCl3): 2.89 (6H, s), 3.87 (2H, s), 6.48-6.59 (4H, m), 7.08-7.22 (4H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-N,N-dimethylaniline, and friends who are interested can also refer to it.

Reference:
Patent; SHIONOGI & CO., LTD.; Kai, Hiroyuki; Endoh, Takeshi; Jikihara, Sae; Horiguchi, Tohru; US9212130; (2015); B2;,
Bromide – Wikipedia,
bromide – Wiktionary