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ChemicalBook CAS DataBase List N-(m-chlorobenzyl)aniline
10359-19-0

N-(m-chlorobenzyl)aniline synthesis

9synthesis methods
-

Yield:10359-19-0 98%

Reaction Conditions:

with potassium tert-butylate in toluene at 140; for 24 h;Inert atmosphere;

Steps:

2. Typical procedure for the N-alkylation of amines with alcohols:

General procedure: In a 10 ml screw-capped vial was placed 2 mol% of manganese (I) catalyst, 1 equivalent of thebase, 0.1 ml of toluene , 0.2 mmol of alcohol and 0.4 mmol of amine under argon atmosphere. The reaction mixture was heated at 140°C for 24 h in an oil bath. The reaction mixture was then cooledat ambient temperature, quenched with water and the organic layer was extracted with ethylacetate. The combined organic layers were dried over sodium sulfate and concentrated. 1H NMR yields were determined using 1,3,5-trimethoxy benzene as an internal standard. The product waspurified by silica gel column chromatography using the mixture of ethyl acetate and hexane aseluent.

References:

Das, Kuhali;Kumar, Amol;Jana, Akash;Maji, Biplab [Inorganica Chimica Acta,2020,vol. 502,art. no. 119358] Location in patent:supporting information