ChemicalBook CAS DataBase List N-Methylaniline

N-Methylaniline synthesis

15synthesis methods

Product Name:N-Methylaniline
CAS Number:100-61-8
Molecular formula:C7H9N
Molecular Weight:107.15

N-methylaniline was synthesized by the reaction of aniline with dimethyl sulfate. Dimethyl sulfate was added dropwise to the mixed solution of aniline and water below 10°C, stirred for 1 h, and then added dropwise with 30% sodium hydroxide solution. The upper layer is the organic phase, and the lower layer is extracted with benzene. After the benzene is recovered from the extract, the obtained oil Chemicalbook-like substance is combined with the organic phase to obtain a mixture of aniline, N-methylaniline and N,N-dimethylaniline. The mixture was treated with sulfuric acid, and the aniline formed sulfate crystals which were filtered off. N,N-dimethylaniline can be converted to N-methylaniline by the following reaction.

1934-92-5
24 suppliers
$172.00/50mg

100-61-8
377 suppliers
$8.00/1g

Yield:100-61-8 99%

Reaction Conditions:

with triethyl borane;Triethoxysilane;sodium hydroxide in hexane at 80; for 6 h;Inert atmosphere;Sealed tube;Solvent;Reagent/catalyst;

Steps:

16 Example 16

Under argon atmosphere, NaOH and triethylboron were first stirred at room temperature to form a clear clear solution at a concentration of 1 M / L;Thereafter, the above-mentioned triethylboron solution was 20 mol (4 mol%), 5 mmol of amide substrate, 15 mmol of silane, and 2 mL of solventTo 10 mL of the tube and placed in an oil bath at 80 ° C for 6 hours. The reaction was terminated and the reaction was exposed to air quenching.Column chromatography and gas chromatography to determine the yield and get a pure product. When using polymethylhydrogensiloxane (PMHS) and fourThe yields of products A and B were 97% and 0%, respectively, when silane and solvent were used as silane and solvent, respectively. When triethoxysilane andThe yield of the products A and B was 99%, 0%, respectively, when the hexane and the solvent were used as the silane and the solvent, respectively.

References:

CN107235845,2017,A Location in patent:Paragraph 0078; 0079; 0080; 0081