N-Methylaniline → HCID 23412846, compound

Participants

Reaction Steps

A 500 mL three-necked flask was fitted with an N2 inlet, thermometer and dropping funnel. The flask was flushed with nitrogen and charged with 150 mL dry ether and 31.1 g (0.203 mol) POCl3. In the dropping funnel was placed a solution of 21.4 g (0.20 mol) N-methylaniline in 5 mL ether. The amine solution was added to the solution of POCL3 (at -12° to -17° C.) over 40 minutes. The temperature was allowed to rise slowly to room temperature and stirring continued for 2 h thereafter. After filtering, volatiles were removed from the filtrate at reduced pressure. The 15.4 g (69% yield) of crude product was distilled (bp 96°-98° C. at 0.05 mm).

Provenance & Evidence