N-Methylaniline → HCID 178419229, compound

Participants

Reaction Steps

To a solution of boron trichloride (14.77 g) in toluene (60 ml), a solution of methylaniline (13.5 g) in toluene (30 ml) is added dropwise at -20° C. with stirring. A solution of triethylamine (12.8 g) in toluene (20 ml) is added to the above mixture, which is stirred at room temperature overnight. The precipitate is filtered under nitrogen atmosphere and washed with toluene. The filtrate and washings are combined, evaporated under reduced pressure to remove the toluene, and the residue is distilled to give N-methylanilinoborane dichloride (10.5 g) as an oil distilling at 60° to 65° C./3 mm Hg. [Niedenzu, J. Am. Chem. Soc., 81, 5553 (1959)].

Provenance & Evidence